Asymmetric total synthesis of MK8383: the iron-mediated coupling reaction is the only effective method for the construction of the (Z)-trisubstituted side-chain alkene

Nobuyuki Hayashi, Masahisa Nakada

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)

Abstract

The first asymmetric total synthesis of MK8383 through the iron-mediated coupling reaction is described. In this total synthesis, the key step was clearly the stereoselective construction of the (Z)-trisubstituted side-chain alkene. Although this problem was seemingly easy to resolve, in fact it presented us an opportunity to evaluate the coupling reactions reported to date, and the iron-mediated coupling reaction was found to be the only effective method for the stereoselective construction of the (Z)-trisubstituted side-chain alkene.

Original languageEnglish
Pages (from-to)232-235
Number of pages4
JournalTetrahedron Letters
Volume50
Issue number2
DOIs
Publication statusPublished - 2009 Jan 14

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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