2005 journal article

Diels-alder reactions of N-acyl-2-alkyl(aryl)-5-vinyl-2,3-dihydro-4-pyridones

JOURNAL OF ORGANIC CHEMISTRY, 70(13), 5221–5234.

By: D. Comins n, J. Kuethe n, T. Miller n, F. Fevrier n & C. Brooks n

MeSH headings : Alcohols / chemical synthesis; Amino Acids / chemical synthesis; Combinatorial Chemistry Techniques; Cyclization; Ketones / chemical synthesis; Molecular Structure; Pyridones / chemistry; Stereoisomerism
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Source: Web Of Science
Added: August 6, 2018

2003 journal article

Diels-Alder reactions of 5-vinyl-1-acyl-2-aryl-2,3-dihydro-4-pyridones: regio- and stereoselective synthesis of octahydroquinolines

ORGANIC LETTERS, 5(3), 321–323.

By: J. Kuethe n, C. Brooks n & D. Comins n

MeSH headings : Molecular Structure; Pyridones / chemistry; Quinolines / chemical synthesis; Quinolines / chemistry; Stereoisomerism
TL;DR: Readily available 5-vinyldihydropyridones 2 undergo Diels-Alder cyclization with various dienophiles to afford novel octahdroquinolines to afford heterocyclic products containing synthetically useful functionality. (via Semantic Scholar)
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Added: August 6, 2018

2001 journal article

Reduction of N-acyl-2,3-dihydro-4-pyridones to N-acyl-4-piperidones using zinc/acetic acid

JOURNAL OF ORGANIC CHEMISTRY, 66(6), 2181–2182.

By: D. Comins n, C. Brooks n & C. Ingalls n

MeSH headings : Acetic Acid / chemistry; Magnetic Resonance Spectroscopy; Mass Spectrometry; Molecular Structure; Oxidation-Reduction; Piperidones / chemistry; Pyridones / chemistry; Zinc / chemistry
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2000 journal article

Asymmetric synthesis of (2S,4R)-4-hydroxypipecolic acid

TETRAHEDRON LETTERS, 41(19), 3551–3553.

By: C. Brooks n & D. Comins n

author keywords: asymmetric synthesis; pyridinium salts; dihydropyridones; amino acids
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1999 journal article

IMDA/retro-Mannich approach to cis-perhydroquinoline Lycopodium alkaloids: Asymmetric synthesis of (+)-luciduline

ORGANIC LETTERS, 1(2), 229–231.

By: D. Comins n, C. Brooks n, R. Al-awar n & R. Goehring n

MeSH headings : Mannich Bases; Plants, Medicinal / chemistry; Quinolines / chemical synthesis; Stereoisomerism
TL;DR: The first chiral auxiliary mediated asymmetric synthesis of the naturally occurring Lycopodium alkaloid (+)-luciduline has been accomplished using an IMDA reaction of a chiral dihydropyridine and a subsequent retro-Mannich ring opening. (via Semantic Scholar)
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Added: August 6, 2018

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