Syn selective vinylogous mukaiyama aldol reaction using Z,EVinylketene N,O-acetal with acetals

Naoya Sagawa, Hiroki Moriya, Seijiro Hosokawa

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

Abstract

Stereoselective vinylogous Mukaiyama aldol reactions using the Z,E-vinylketene silyl N,O-acetal possessing a chiral auxiliary, derived from (E)-3-pentenoic acid and Lvaline, have been achieved. The reaction proceeded smoothly to give a syn adduct in high stereoselectivity. Since the products possess structures including δ-alkoxy-γ-methyl-α,β-unsaturated imide, this reaction would be applicable to synthesize polyketides in a short procedure.

Original languageEnglish
Pages (from-to)250-253
Number of pages4
JournalOrganic Letters
Volume19
Issue number1
DOIs
Publication statusPublished - 2017 Jan 6

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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