Works (5)

Updated: July 5th, 2023 15:56

2014 journal article

Studies toward the Total Synthesis of Dihydrolycolucine. Preparation of AB and CEF Ring Fragments

JOURNAL OF ORGANIC CHEMISTRY, 79(12), 5740–5745.

By: B. Cash n, N. Prevost n, F. Wagner n & D. Comins n

MeSH headings : Alkaloids / chemical synthesis; Alkaloids / chemistry; Lycopodium / chemistry; Molecular Structure; Pyridinium Compounds / chemistry; Quinolines / chemical synthesis; Quinolines / chemistry; Stereoisomerism
TL;DR: A strategy for the synthesis of the lycopodium alkaloid dihydrolycolucine was investigated and key reactions include IMDA cycloadditions and retro-Mannich ring-openings to form both the AB and the EF ring fragments. (via Semantic Scholar)
Source: Web Of Science
Added: August 6, 2018

2007 journal article

Recent advances in the synthesis of nicotine and its derivatives

TETRAHEDRON, 63(34), 8065–8082.

By: F. Wagner n & D. Comins n

UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2006 journal article

Expedient five-step synthesis of SIB-1508Y from natural nicotine

JOURNAL OF ORGANIC CHEMISTRY, 71(22), 8673–8675.

By: F. Wagner n & D. Comins n

MeSH headings : Antiparkinson Agents / chemical synthesis; Antiparkinson Agents / chemistry; Molecular Structure; Nicotine / chemistry; Pyridines / chemical synthesis; Pyridines / chemistry; Pyrrolidines / chemical synthesis; Pyrrolidines / chemistry; Stereoisomerism
TL;DR: Altinicline (SIB-1508Y), an anti-Parkinson's agent, was prepared in five steps from natural nicotine in 32% overall yield via a regioselective substitution of the pyridine ring of (S)-nicotine. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2006 journal article

Regioselective 5-, 4-, and 2-substitution of (S)-6-chloronicotine and 4-substitution of (S)-5-chloronicotine

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006(16), 3562–3565.

By: F. Wagner & D. Comins n

author keywords: nicotine; lithiation; iodine dance; regioselectivity
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

2006 journal article

Six-step synthesis of (S)-brevicolline from (S)-nicotine

ORGANIC LETTERS, 8(16), 3549–3552.

By: F. Wagner & D. Comins n

MeSH headings : Alkaloids / chemical synthesis; Alkaloids / chemistry; Alkaloids / isolation & purification; Carbolines / chemical synthesis; Carbolines / chemistry; Carbolines / isolation & purification; Carex Plant / chemistry; Indoles / chemistry; Indoles / isolation & purification; Molecular Structure; Nicotine / chemistry; Stereoisomerism
TL;DR: A six-step synthesis of (S)-brevicolline from (S) nicotine, followed by successive Suzuki cross-coupling and Buchwald amination reactions, afforded the enantiopure beta-carboline alkaloid, brevicollines. (via Semantic Scholar)
UN Sustainable Development Goal Categories
Source: Web Of Science
Added: August 6, 2018

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