Formal total synthesis of lactimidomycin

Tomohiro Nagasawa, Shigefumi Kuwahara

    Research output: Contribution to journalArticlepeer-review

    14 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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