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Enantioselective synthesis of (−)-indolizidine 167B

✍ Scribed by Pierre Chalard; Roland Remuson; Yvonne Gelas-Mialhe; Jean-Claude Gramain; Isabelle Canet

Book ID: 104260857
Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 187 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00059-3

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✦ Synopsis

The enantioselective total synthesis of (-)-indolizidine 167B is described. The key step is the intramolecular cyclization of the chiral N-acyliminium ion 6. Indolizidine 167B was obtained in 7 steps and 17% yield from ethyl (R)-3-aminohexanoate, with an enantiomeric excess of 93%.

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