Formal total synthesis of lactimidomycin

Tomohiro Nagasawa, Shigefumi Kuwahara

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

A concise synthesis of an intermediate of lactimidomycin, a glutarimide-containing macrocyclic polyketide produced by an actinomycete, has been accomplished in 35% overall yield from a known vinylketene silyl N,O-acetal by a 10-step sequence that involves two types of asymmetric aldol reactions to install all the stereocenters, the Stille coupling to set up the whole carbon famework, and the Yamaguchi lactonization to construct the 12-membered macrolactone ring.

Original languageEnglish
Pages (from-to)3002-3005
Number of pages4
JournalOrganic letters
Volume15
Issue number12
DOIs
Publication statusPublished - 2013 Jun 21

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

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