An asymmetric synthesis of a 4-substituted-1,4-dihydropyridine
✍ Scribed by Ian Ashworth; Phillip Hopes; Danny Levin; Ian Patel; Rashida Salloo
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 92 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
has been achieved via a novel asymmetric Michael addition of an optically pure vinylogous amide to an a,b-unsaturated ketone. The overall process is three steps from readily available starting materials and provides an economical manufacturing route to the title compound, which was required as a candidate drug for the treatment of urinary incontinence.
📜 SIMILAR VOLUMES
## Abstract The preparation of a novel series of quinoxaline‐substituted 1,4‐dihydropyridines is described. Thus, the reaction of 1 with acetoacetates in the presence of ammonia leads to dialkyl 2,6‐dimethyl‐4‐(quinoxaline‐1,4‐dioxid‐2‐yl)‐1,4‐dihydropyridine‐3,5‐dicarboxylates 2a‐g. Compounds 4a‐c
A simple and practical route for the asymmetric synthesis of (S)-4-(4-fluorophenyl)-1,4,5,6-tetrahydro-6oxo-3-pyridinecarboxylic acid (1) is presented. The procedure comprises catalytic desymmetrization of a meso-anhydride using a chiral thiourea organocatalyst, followed by selective formylation and