Works (51)

Updated: March 23rd, 2025 21:06

2024 article

Iron-Catalyzed Oxidative Rearrangement of Cyclopropanone Hemiaminals: General Access to Pyrroloindolones from Indoles

Rivera, R. M., Ferrin, Z. R., & Lindsay, V. N. G. (2024, May 29). ORGANIC LETTERS, Vol. 5.

By: R. Rivera n, Z. Ferrin n & V. Lindsay n

topics (OpenAlex): Oxidative Organic Chemistry Reactions; Cyclopropane Reaction Mechanisms
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Sources: ORCID, Web Of Science, NC State University Libraries
Added: June 1, 2024

2024 article

Rising Stars in Organic Synthesis, Session 3

Thomas, A., Wilkerson-Hill, S., Roberts, C., & Lindsay, V. (2024, April 24).

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Asymmetric Synthesis and Catalysis; Synthetic Organic Chemistry Methods
Source: ORCID
Added: May 1, 2024

2023 article

Divergent Synthesis of & beta;-Fluoroamides via Silver-Catalyzed Oxidative Deconstruction of Cyclopropanone Hemiaminals

Jang, Y., Deng, W., Sprague, I. S. S., & Lindsay, V. N. G. (2023, July 6). Divergent Synthesis of & beta;-Fluoroamides via Silver-Catalyzed Oxidative Deconstruction of Cyclopropanone Hemiaminals. ORGANIC LETTERS, Vol. 7.

By: Y. Jang n, W. Deng n, I. Sprague n & V. Lindsay n

topics (OpenAlex): Fluorine in Organic Chemistry; Cyclopropane Reaction Mechanisms
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6. Clean Water and Sanitation (OpenAlex)
13. Climate Action (Web of Science)
Sources: Web Of Science, NC State University Libraries, ORCID
Added: July 24, 2023

2023 journal article

Expedient synthesis of spiro[3.3]heptan-1-ones via strain-relocating semipinacol rearrangements

TETRAHEDRON, 134.

By: M. Jung n, J. Muir n & V. Lindsay n

author keywords: Semipinacol; Spiro[3; 3]heptan-1-ones; Bicyclobutane; Cyclopropanone; Strain-release
topics (OpenAlex): Oxidative Organic Chemistry Reactions; Synthetic Organic Chemistry Methods; Chemical synthesis and alkaloids
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Sources: ORCID, Web Of Science, NC State University Libraries
Added: February 2, 2023

2022 journal article

One-Pot Synthesis of Strain-Release Reagents from Methyl Sulfones br

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 144(11), 4764–4769.

By: M. Jung n & V. Lindsay n

MeSH headings : Butanes; Dimethyl Sulfoxide; Epichlorohydrin; Indicators and Reagents; Sulfones
topics (OpenAlex): Cyclopropane Reaction Mechanisms; Synthetic Organic Chemistry Methods; Asymmetric Synthesis and Catalysis
Sources: ORCID, Web Of Science, NC State University Libraries
Added: March 15, 2022

2022 article

Synthesis of Highly Congested Tertiary Alcohols via the [3,3] Radical Deconstruction of Breslow Intermediates

Rivera, R. M., Burton, N., Call, L., Tomat, M., & Lindsay, V. (2022, May 4).

By: R. Rivera n, N. Burton n, L. Call n, M. Tomat n & V. Lindsay n

topics (OpenAlex): Radical Photochemical Reactions; Sulfur-Based Synthesis Techniques
Source: ORCID
Added: May 4, 2022

2022 journal article

Synthesis of Highly Congested Tertiary Alcohols via the [3,3] Radical Deconstruction of Breslow Intermediates

ORGANIC LETTERS, 24(23), 4275–4280.

By: R. Rivera n, N. Burton n, L. Call n, M. Tomat n & V. Lindsay n

MeSH headings : Alcohols
topics (OpenAlex): N-Heterocyclic Carbenes in Organic and Inorganic Chemistry; Catalytic Cross-Coupling Reactions
TL;DR: Experimental mechanistic studies performed suggest that the reaction proceeds via a close radical pair which recombine in a regio- and diastereoselective manner, formally leading to [3,3]-rearranged products. (via Semantic Scholar)
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Sources: ORCID, Web Of Science, NC State University Libraries
Added: June 4, 2022

2021 article

Enantioselective Synthesis of Alkylidenecyclobutanones via Formal Vinylidene Insertion into Cyclopropanone Equivalents

Poteat, C., & Lindsay, V. (2021, June 29). (Vol. 6). Vol. 6.

By: C. Poteat n & V. Lindsay n

topics (OpenAlex): Asymmetric Hydrogenation and Catalysis; Asymmetric Synthesis and Catalysis; Synthetic Organic Chemistry Methods
Source: ORCID
Added: June 30, 2021

2021 article

Enantioselective Synthesis of Alkylidenecyclobutanones via Formal Vinylidene Insertion into Cyclopropanone Equivalents

Poteat, C., & Lindsay, V. (2021, June 29). (Vol. 6). Vol. 6.

By: C. Poteat n & V. Lindsay n

topics (OpenAlex): Asymmetric Hydrogenation and Catalysis; Asymmetric Synthesis and Catalysis; Synthetic Organic Chemistry Methods
Source: ORCID
Added: February 2, 2022

2021 journal article

Expedient Synthesis of Bis(imidazolium) Dichloride Salts and Bis(NHC) Complexes from Imidazoles Using DMSO as a Key Polar Additive

ORGANOMETALLICS, 40(23), 3871–3875.

By: K. Penn n, E. Anders n & V. Lindsay n

topics (OpenAlex): N-Heterocyclic Carbenes in Organic and Inorganic Chemistry; Catalytic Cross-Coupling Reactions
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6. Clean Water and Sanitation (OpenAlex)
Sources: ORCID, Web Of Science, NC State University Libraries
Added: December 1, 2021

2021 article

Expedient Synthesis of Bis(imidazolium) Dichloride Salts and Bis(NHC) Complexes from Imidazoles using DMSO as a Key Polar Additive

Penn, K., Anders, E., & Lindsay, V. (2021, October 28).

By: K. Penn n, E. Anders n & V. Lindsay n

topics (OpenAlex): N-Heterocyclic Carbenes in Organic and Inorganic Chemistry; Multicomponent Synthesis of Heterocycles
Source: ORCID
Added: October 28, 2021

2021 article

Expedient Synthesis of Bis(imidazolium) Dichloride Salts and Bis(NHC) Complexes from Imidazoles using DMSO as a Key Polar Additive

Penn, K., Anders, E., & Lindsay, V. (2021, October 28). (Vol. 10). Vol. 10.

By: K. Penn n, E. Anders n & V. Lindsay n

topics (OpenAlex): N-Heterocyclic Carbenes in Organic and Inorganic Chemistry; Multicomponent Synthesis of Heterocycles
Source: ORCID
Added: February 2, 2022

2021 personal communication

Stereospecific Synthesis of Enantioenriched Alkylidenecyclobutanones via Formal Vinylidene Insertion into Cyclopropanone Equivalents

Organic Letters, 8.

By: C. Poteat n & V. Lindsay n

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Asymmetric Synthesis and Catalysis; Asymmetric Hydrogenation and Catalysis
TL;DR: 1-Sulfonylcyclopropanols are employed here as efficient cyclopropanone equivalents in a formal vinylidene insertion process, providing the first general synthetic route to enantioenriched alkylidenecyclobutanones after elimination. (via Semantic Scholar)
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Sources: ORCID, Web Of Science, NC State University Libraries
Added: August 10, 2021

2021 article

Synthesis and Applications of Cyclopropanones and Their Equivalents as Three-Carbon Building Blocks in Organic Synthesis

Jang, Y., Machin-Rivera, R., & Lindsay, V. N. G. (2021, May 27). SYNTHESIS-STUTTGART, Vol. 5.

By: Y. Jang*, R. Machin-Rivera & V. Lindsay*

author keywords: cyclopropanone; ring strain; oxyallyl; Favorskii; homoenolate; ring expansion; ring opening
topics (OpenAlex): Cyclopropane Reaction Mechanisms; Asymmetric Synthesis and Catalysis; Catalytic Alkyne Reactions
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Sources: ORCID, Web Of Science, NC State University Libraries
Added: May 28, 2021

2020 journal article

Enantioselective Synthesis of Cyclopropanone Equivalents and Application to the Formation of Chiral β-Lactams

Angewandte Chemie International Edition, 59(42), 18655–18661.

By: C. Poteat n, Y. Jang n, M. Jung n, J. Johnson n, R. Williams n & V. Lindsay n

author keywords: cycloaddition; lactams; ring expansion; small-ring compounds; synthetic methods
topics (OpenAlex): Cyclopropane Reaction Mechanisms; Synthesis and Catalytic Reactions
TL;DR: Both the electronic and steric nature of the sulfonyl moiety were found to have a crucial impact on the rate of equilibration to the corresponding cyclopropanone, highlighting their modular nature and the potential for their widespread adoption as synthetic intermediates. (via Semantic Scholar)
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Sources: Web Of Science, ORCID, NC State University Libraries
Added: September 7, 2020

2020 journal article

Enantioselective Synthesis of Cyclopropanone Equivalents and Application to the Formation of Chiral β‐Lactams

Angewandte Chemie, 132(42), 18814–18820.

By: C. Poteat n, Y. Jang n, M. Jung n, J. Johnson n, R. Williams n & V. Lindsay n

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Synthesis and Catalytic Reactions
Source: ORCID
Added: December 15, 2020

2020 journal article

General Synthesis of Cyclopropanols via Organometallic Addition to 1-Sulfonylcyclopropanols as Cyclopropanone Precursors

Organic Letters, 22(16), 6510–6515.

By: R. Rivera n, Y. Jang n, C. Poteat n & V. Lindsay n

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Sulfur-Based Synthesis Techniques; Catalytic Alkyne Reactions
Sources: Web Of Science, ORCID, NC State University Libraries, Crossref
Added: September 14, 2020

2020 article

General Synthesis of Cyclopropanols via Organometallic Addition to 1-Sulfonylcyclopropanols as Cyclopropanone Precursors

Rivera, R. M., Jang, Y., Poteat, C. M., & Lindsay, V. (2020, July 13).

By: R. Rivera n, Y. Jang n, C. Poteat n & V. Lindsay n

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Sulfur-Based Synthesis Techniques; Chemical Synthesis and Reactions
TL;DR: This work reports a simple and high-yielding synthesis of 1-substituted cyclopropanols via the addition of diverse organometallic reagents to 1-phenylsulfonylcyclopropanol, acting here as in situ precursors of the corresponding cycloprostanones. (via Semantic Scholar)
Source: ORCID
Added: December 15, 2020

2020 article

General Synthesis of Cyclopropanols via Organometallic Addition to 1-Sulfonylcyclopropanols as Cyclopropanone Precursors

Rivera, R. M., Jang, Y., Poteat, C. M., & Lindsay, V. (2020, July 13). (Vol. 7). Vol. 7.

By: R. Rivera n, Y. Jang n, C. Poteat n & V. Lindsay n

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Sulfur-Based Synthesis Techniques; Chemical Synthesis and Reactions
Source: ORCID
Added: December 15, 2020

2020 article

Synthesis of Cyclopentenones with Reverse Pauson-Khand Regiocontrol via Ni-Catalyzed C–C Activation of Cyclopropanone

Jang, Y., & Lindsay, V. (2020, September 29). (Vol. 9). Vol. 9.

By: Y. Jang n & V. Lindsay n

topics (OpenAlex): Catalytic Alkyne Reactions; Cyclopropane Reaction Mechanisms; Synthetic Organic Chemistry Methods
Source: ORCID
Added: December 15, 2020

2020 article

Synthesis of Cyclopentenones with Reverse Pauson-Khand Regiocontrol via Ni-Catalyzed C–C Activation of Cyclopropanone

Jang, Y., & Lindsay, V. (2020, September 29). (Vol. 9). Vol. 9.

By: Y. Jang n & V. Lindsay n

topics (OpenAlex): Catalytic Alkyne Reactions; Cyclopropane Reaction Mechanisms; Synthetic Organic Chemistry Methods
TL;DR: A formal [3 + 2] cycloaddition between cyclopropanone and alkynes via Ni-catalyzed C-C bond activation has been developed, where 1-sulfonylcyclopropanols are employed as key precursors of cycloprostanone in the presence of trimethylaluminum. (via Semantic Scholar)
Source: ORCID
Added: December 15, 2020

2020 journal article

Synthesis of Cyclopentenones with Reverse Pauson–Khand Regiocontrol via Ni-Catalyzed C–C Activation of Cyclopropanone

Organic Letters, 22(22), 8872–8876.

By: Y. Jang n & V. Lindsay n

topics (OpenAlex): Catalytic Alkyne Reactions; Cyclopropane Reaction Mechanisms
Source: ORCID
Added: December 15, 2020

2019 journal article

Benzimidazolyl Palladium Complexes as Highly Active and General Bifunctional Catalysts in Sustainable Cross-Coupling Reactions

ACS CATALYSIS, 9(8), 6993–6998.

By: J. Zhu n & V. Lindsay n

author keywords: protic NHC; N-Heterocyclic Carbene; ambidentate ligand; cross-coupling; green chemistry
topics (OpenAlex): Catalytic Cross-Coupling Reactions; N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
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Sources: Web Of Science, ORCID, NC State University Libraries
Added: September 3, 2019

2019 journal article

Controlled -mono- and ,-di-halogenation of alkyl sulfones using reagent-solvent halogen bonding

CHEMICAL COMMUNICATIONS, 55(20), 2912–2915.

By: C. Poteat n & V. Lindsay n

topics (OpenAlex): Vanadium and Halogenation Chemistry; Synthesis and Catalytic Reactions
TL;DR: The direct and selective α-mono-bromination of alkyl sulfones was achieved through base-mediated electrophilic halogenation and the mono-halogenation was successfully extended to the fully selective β-chlorination, α-iodination and α-fluorination ofAlkyl sulphones. (via Semantic Scholar)
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Sources: Web Of Science, ORCID, NC State University Libraries
Added: April 15, 2019

2019 article

Enantioselective Synthesis of Cyclopropanone Equivalents and Application to the Synthesis of β-Lactams

Poteat, C. M., Jang, Y., Jung, M., Johnson, J. D., Williams, R. G., & Lindsay, V. (2019, December 27).

By: C. Poteat, Y. Jang, M. Jung, J. Johnson, R. Williams & V. Lindsay n

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Synthesis and Catalytic Reactions
Source: ORCID
Added: December 15, 2020

2019 article

Enantioselective Synthesis of Cyclopropanone Equivalents and Application to the Synthesis of β-Lactams

Poteat, C. M., Jang, Y., Jung, M., Johnson, J. D., Williams, R. G., & Lindsay, V. (2019, December 27). (Vol. 12). Vol. 12.

By: C. Poteat n, Y. Jang n, M. Jung n, J. Johnson n, R. Williams n & V. Lindsay n

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Synthesis and Catalytic Reactions
Source: ORCID
Added: December 15, 2020

2018 chapter

Rhodium(II)-Catalyzed Cyclopropanation

In Rhodium Catalysis in Organic Synthesis: Methods and Reactions. https://www.wiley.com/en-us/Rhodium+Catalysis+in+Organic+Synthesis%3A+Methods+and+Reactions-p-9783527811892

Vincent Lindsay

Source: ORCID
Added: December 15, 2020

2017 chapter

Dirhodium(II) Tetrakis[R-2-oxaazetidine-4(S)-carboxylate]

In A. B. Charette, D. Crich, P. L. Fuchs, & G. A. Molander (Eds.), Encyclopedia of Reagents for Organic Synthesis. Hoboken, New Jersey: John Wiley & Sons Ltd.

By: V. Lindsay

Ed(s): A. Charette, D. Crich, P. Fuchs & G. Molander

Source: NC State University Libraries
Added: March 5, 2021

2017 journal article

Effect of protic additives in Cu-catalysed asymmetric Diels-Alder cycloadditions of doubly activated dienophiles: towards the synthesis of magellanine-type Lycopodium alkaloids

CHEMICAL COMMUNICATIONS, 53(74), 10291–10294.

By: V. Lindsay n, R. Murphy* & R. Sarpong*

topics (OpenAlex): Cholinesterase and Neurodegenerative Diseases; Chemical synthesis and alkaloids; Cyclization and Aryne Chemistry
TL;DR: This reaction, which employs a cyclic alkylidene β-ketoester as a dienophile, represents one of the first examples of a transformation where these extremely versatile, though highly unstable reaction partners participate effectively in catalytic asymmetric cycloaddition with a functionalised diene. (via Semantic Scholar)
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Sources: Web Of Science, ORCID, NC State University Libraries
Added: August 6, 2018

2015 journal article

Stereodivergent Intramolecular C(sp3)–H Functionalization of Azavinyl Carbenes: Synthesis of Saturated Heterocycles and FusedN-Heterotricycles

Journal of the American Chemical Society, 137(26), 8368–8371.

By: V. Lindsay*, H. Viart* & R. Sarpong*

MeSH headings : Amination; Carbon / chemistry; Catalysis; Cyclization; Furans / chemistry; Hydrogen / chemistry; Magnetic Resonance Spectroscopy; Metals / chemistry; Methane / analogs & derivatives; Methane / chemistry; Models, Chemical; Molecular Structure; Stereoisomerism; Triazoles / chemistry
topics (OpenAlex): Cyclopropane Reaction Mechanisms; Synthesis and Catalytic Reactions
TL;DR: A general approach for the formation of five-membered saturated heterocycles by intramolecular C(sp(3))-H functionalization is reported, showing the reaction to be amenable to gram scale and judicious choice of reaction conditions allowed for stereodivergence. (via Semantic Scholar)
Sources: ORCID, Crossref, NC State University Libraries
Added: December 15, 2020

2015 journal article

Synthesis of Cycloprodigiosin Identifies the Natural Isolate as a Scalemic Mixture

Organic Letters, 17(14), 3474–3477.

topics (OpenAlex): Microbial Metabolism and Applications; Microbial Natural Products and Biosynthesis; Pharmacological Effects of Natural Compounds
TL;DR: Using chiral HPLC and X-ray crystallographic analyses of the synthetically prepared material and natural isolate, naturally occurring cycloprodigiosin was determined to be a scalemic mixture occurring in an enantiomeric ratio of 83:17 (R/S) at C4′. (via Semantic Scholar)
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14. Life Below Water (OpenAlex)
Sources: Crossref, ORCID, NC State University Libraries
Added: February 24, 2020

2014 chapter

1.11 Nucleophilic Addition of Nonstabilized Carbanions to Imines and Imine Derivatives

In Comprehensive Organic Synthesis II.

Vincent Lindsay

topics (OpenAlex): Asymmetric Hydrogenation and Catalysis; Asymmetric Synthesis and Catalysis; Coordination Chemistry and Organometallics
TL;DR: This chapter summarizes various state-of-the-art methods to generate α-chiral amines by the nucleophilic addition of nonstabilized carbanions to imine derivatives and highlights the best methods available depending on the nature of carbanion used. (via Semantic Scholar)
Source: ORCID
Added: December 15, 2020

2014 journal article

Expedient Synthesis of Fused Azepine Derivatives Using a Sequential Rhodium(II)-Catalyzed Cyclopropanation/1-Aza-Cope Rearrangement of Dienyltriazoles

Angewandte Chemie International Edition, 53(37), 9904–9908.

By: E. Schultz*, V. Lindsay* & R. Sarpong*

author keywords: azavinylcarbene; dihydroazepine; heterocycles; rearrangements; rhodium
MeSH headings : Azepines / chemical synthesis; Catalysis; Cyclopropanes / chemistry; Molecular Structure; Rhodium / chemistry; Triazoles / chemical synthesis
topics (OpenAlex): Cyclopropane Reaction Mechanisms; Catalytic Cross-Coupling Reactions
TL;DR: A general method for the formation of fused dihydroazepine derivatives from 1-sulfonyl-1,2,3-triazoles bearing a tethered diene is reported, which involves an intramolecular cyclopropanation of an α-imino rhodium(II) carbenoid leading to a transient 1-IMino-2-vinylcyclopropane intermediate. (via Semantic Scholar)
Sources: Crossref, ORCID, NC State University Libraries
Added: August 28, 2020

2013 encyclopedia entry

2-Diazo-1-(4-methoxyphenyl)-2-nitroethanone

In Encyclopedia of Reagents for Organic Synthesis.

Vincent Lindsay

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Catalytic Cross-Coupling Reactions; Asymmetric Synthesis and Catalysis
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6. Clean Water and Sanitation (OpenAlex)
Source: ORCID
Added: December 15, 2020

2013 encyclopedia entry

Methyl α-diazo-4-methoxy-β-oxo-benzenepropanoate

In Encyclopedia of Reagents for Organic Synthesis.

Vincent Lindsay

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Catalytic Alkyne Reactions
Source: ORCID
Added: December 15, 2020

2013 chapter

Stereoselective Formation of Amines by Nucleophilic Addition to Azomethine Derivatives

In Stereoselective Formation of Amines.

Vincent Lindsay

author keywords: Azomethine; Chiral amines; Chiral auxiliaries; Chiral catalysts; Chiral ligands; Nucleophilic addition
topics (OpenAlex): Asymmetric Synthesis and Catalysis; Synthesis and Catalytic Reactions; Asymmetric Hydrogenation and Catalysis
TL;DR: This chapter describes state-of-the-art methods to prepare α-chiral amines by the addition of nonstabilized nucleophiles to imine derivatives by illustrating the most effective diastereoselective addition reaction. (via Semantic Scholar)
Source: ORCID
Added: December 15, 2020

2013 journal article

Stereoselective Rh2 (S-IBAZ) 4-Catalyzed Cyclopropanation of Alkenes, Alkynes, and Allenes: Asymmetric Synthesis of Diacceptor Cyclopropylphosphonates and Alkylidenecyclopropanes

Journal of the American Chemical Society, 135(4), 1463–1470.

By: V. Lindsay*, D. Fiset*, P. Gritsch*, S. Azzi* & A. Charette*

MeSH headings : Alkenes / chemistry; Alkynes / chemistry; Catalysis; Cyclopropanes / chemical synthesis; Cyclopropanes / chemistry; Molecular Structure; Organometallic Compounds / chemistry; Organophosphorus Compounds / chemical synthesis; Organophosphorus Compounds / chemistry; Rhodium / chemistry; Stereoisomerism
topics (OpenAlex): Cyclopropane Reaction Mechanisms; Catalytic Alkyne Reactions; Synthetic Organic Chemistry Methods
TL;DR: Taking advantage of the particular reactivity of the cyanocarbene intermediates involved in this system, the scope of compatible substrates could be extended to substituted allenes, leading to the development of the first catalytic enantioselective method for the synthesis of diacceptor alkylidenecyclopropanes. (via Semantic Scholar)
Sources: ORCID, Crossref, NC State University Libraries
Added: December 15, 2020

2013 encyclopedia entry

α-Diazo-4-methoxy-β-oxobenzenepropanenitrile

In Encyclopedia of Reagents for Organic Synthesis.

Vincent Lindsay

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Catalytic Cross-Coupling Reactions
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6. Clean Water and Sanitation (OpenAlex)
Source: ORCID
Added: December 15, 2020

2012 encyclopedia entry

1-Nitropropane

In Encyclopedia of Reagents for Organic Synthesis.

Vincent Lindsay

topics (OpenAlex): Metabolism and Genetic Disorders; Antibiotics Pharmacokinetics and Efficacy; Ion channel regulation and function
Source: ORCID
Added: December 15, 2020

2012 encyclopedia entry

2-Azido-1,3-dimethylimidazolinium Chloride

In Encyclopedia of Reagents for Organic Synthesis.

Vincent Lindsay

topics (OpenAlex): Click Chemistry and Applications; Chemical Synthesis and Analysis; Synthesis and Biological Evaluation
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6. Clean Water and Sanitation (OpenAlex)
Source: ORCID
Added: December 15, 2020

2012 journal article

Catalytic asymmetric synthesis of nitrocyclopropane carboxylates

Tetrahedron, 68(17), 3487–3496.

By: B. Moreau*, D. Alberico*, V. Lindsay* & A. Charette*

author keywords: Asymmetric catalysis; Bis(oxazolines); Copper; Cyclopropanation; Nitrocyclopropane carboxylates
topics (OpenAlex): Cyclopropane Reaction Mechanisms; Oxidative Organic Chemistry Reactions; Asymmetric Synthesis and Catalysis
Sources: Crossref, ORCID, NC State University Libraries
Added: August 28, 2020

2012 journal article

Design and Synthesis of Chiral Heteroleptic Rhodium(II) Carboxylate Catalysts: Experimental Investigation of Halogen Bond Rigidification Effects in Asymmetric Cyclopropanation

ACS Catalysis, 2(6), 1221–1225.

By: V. Lindsay* & A. Charette*

author keywords: dirhodium; asymmetric catalysis; cyclopropanation; halogen bond; mixed ligand; heteroleptic catalyst
topics (OpenAlex): Cyclopropane Reaction Mechanisms; Asymmetric Hydrogenation and Catalysis
Sources: ORCID, Crossref, NC State University Libraries
Added: December 15, 2020

2012 encyclopedia entry

Nitromethane

In Encyclopedia of Reagents for Organic Synthesis.

Vincent Lindsay

topics (OpenAlex): Asymmetric Synthesis and Catalysis; Analytical Chemistry and Chromatography; Chemical Reaction Mechanisms
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6. Clean Water and Sanitation (OpenAlex)
Source: ORCID
Added: December 15, 2020

2011 journal article

Asymmetric Rh(II)-Catalyzed Cyclopropanation of Alkenes with Diacceptor Diazo Compounds:p-Methoxyphenyl Ketone as a General Stereoselectivity Controlling Group

Journal of the American Chemical Society, 133(23), 8972–8981.

By: V. Lindsay*, C. Nicolas* & A. Charette*

MeSH headings : Alkenes / chemistry; Aziridines / chemistry; Azo Compounds / chemistry; Catalysis; Cyclopropanes / chemistry; Ketones / chemistry; Models, Molecular; Molecular Conformation; Rhodium / chemistry; Stereoisomerism; Substrate Specificity
topics (OpenAlex): Cyclopropane Reaction Mechanisms; Catalytic Alkyne Reactions
TL;DR: Different diacceptor diazo compounds bearing an α-PMP-ketone group were found to be effective carbene precursors for the highly stereoselective Rh(2)(S-TCPTTL)(4)-catalyzed cyclopropanation of alkenes (EWG = NO, CN, CO(2)Me). (via Semantic Scholar)
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6. Clean Water and Sanitation (OpenAlex)
Sources: Crossref, ORCID, NC State University Libraries
Added: August 28, 2020

2011 chapter

Cyclopropanation Reactions

In Stereoselective Synthesis: Stereoselective Reactions of Carbon-Carbon Double Bonds.

Vincent Lindsay

Source: ORCID
Added: December 15, 2020

2011 encyclopedia entry

Dirhodium(II) Tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate]

In Encyclopedia of Reagents for Organic Synthesis.

Vincent Lindsay

topics (OpenAlex): Synthesis and Catalytic Reactions; Cyclopropane Reaction Mechanisms
Source: ORCID
Added: December 15, 2020

2010 journal article

Use of achiral additives to increase the stereoselectivity in Rh(ii)-catalyzed cyclopropanations

Chemical Communications, 46(6), 910.

By: D. Marcoux*, V. Lindsay* & A. Charette*

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Asymmetric Synthesis and Catalysis
TL;DR: The studies on the effect of various Lewis bases and Brønsted acids as achiral additives on the stereoselectivity of some Rh(ii)-catalyzed cyclopropanations are described. (via Semantic Scholar)
Sources: Crossref, ORCID, NC State University Libraries
Added: August 28, 2020

2009 journal article

Experimental Evidence for the All-Up Reactive Conformation of Chiral Rhodium(II) Carboxylate Catalysts: Enantioselective Synthesis ofcis-Cyclopropane α-Amino Acids

Journal of the American Chemical Society, 131(45), 16383–16385.

By: V. Lindsay*, W. Lin* & A. Charette*

MeSH headings : Amino Acids / chemical synthesis; Amino Acids / chemistry; Carboxylic Acids / chemistry; Catalysis; Cyclopropanes / chemical synthesis; Cyclopropanes / chemistry; Molecular Conformation; Organometallic Compounds / chemistry; Rhodium / chemistry; Stereoisomerism
topics (OpenAlex): Cyclopropane Reaction Mechanisms; Asymmetric Synthesis and Catalysis; Asymmetric Hydrogenation and Catalysis
TL;DR: The catalyst's 'All Up' reactive conformation resulted in being necessary to obtain good stereoselectivity, and the resulting products are shown to be key intermediates in a concise synthesis of highly enantioenriched cis-cyclopropane alpha-amino acids. (via Semantic Scholar)
Sources: ORCID, Crossref, NC State University Libraries
Added: December 15, 2020

2008 journal article

New methods in asymmetric catalysis based on new hemi-labile bidentate ligands

Pure and Applied Chemistry, 80(5), 881–890.

By: A. Charette*, A. Côté*, J. Desrosiers*, I. Bonnaventure*, V. Lindsay*, C. Lauzon*, J. Tannous*, A. Boezio*

author keywords: bis(phosphine) monoxide; hemi-labile bidentate ligands; organozinc; conjugate addition; chiral amines
topics (OpenAlex): Synthesis and Catalytic Reactions; Asymmetric Synthesis and Catalysis; Asymmetric Hydrogenation and Catalysis
TL;DR: Chiral bidentate hemi-labile bis(phosphine) monoxide ligands were shown to be quite effective in various copper-catalyzed transformations, giving good to excellent yields and high enantiomeric excesses. (via Semantic Scholar)
Sources: ORCID, Web Of Science, NC State University Libraries
Added: December 15, 2020

2007 journal article

Application of the Chiral Bis(phosphine) Monoxide Ligand to Catalytic Enantioselective Addition of Dialkylzinc Reagents to β-Nitroalkenes

Organic Letters, 9(1), 85–87.

By: A. Côté,*, V. Lindsay* & A. Charette*

topics (OpenAlex): Asymmetric Synthesis and Catalysis; Asymmetric Hydrogenation and Catalysis; Synthesis and Catalytic Reactions
TL;DR: Me-DuPHOS monoxide is shown to be a very effective ligand in the enantioselective copper-catalyzed addition of dialkylzinc reagents to beta-nitroalkenes providing access to chiral nitroalkanes. (via Semantic Scholar)
Sources: Crossref, ORCID, NC State University Libraries
Added: August 28, 2020

2005 encyclopedia entry

Dirhodium(II) Tetrakis[R 2-oxaazetidine-4(S)-carboxylate]

In Encyclopedia of Reagents for Organic Synthesis.

Vincent Lindsay

topics (OpenAlex): Cyclopropane Reaction Mechanisms; Metal complexes synthesis and properties; Metal-Catalyzed Oxygenation Mechanisms
UN Sustainable Development Goals Color Wheel
UN Sustainable Development Goal Categories
2. Zero Hunger (OpenAlex)
Source: ORCID
Added: December 15, 2020

Employment

Updated: October 12th, 2023 13:37

2023 - present

North Carolina State University Raleigh, North Carolina, US
Associate Professor Chemistry

2016 - 2023

North Carolina State University Raleigh, North Carolina, US
Assistant Professor Chemistry

Education

Updated: December 6th, 2018 16:33

2007 - 2012

Universite de Montreal Montreal, Quebec, CA
PhD Chemistry

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