Stereoselective acylation of the E, e -vinylketene silyl N, O -acetal and its application to the synthesis of khafrefungin

Yuta Takahashi, Maiko Otsuka, Mio Harachi, Yuki Mukaeda, Seijiro Hosokawa

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Stereoselective acylation of the E,E-vinylketene silyl N,O-acetal possessing a chiral auxiliary has been achieved by using acid anhydrides and SnCl4. Acid anhydrides having alkyl chains gave the adducts in excellent stereoselectivity. The formal synthesis of khafrefungin has been accomplished by the methodology.

Original languageEnglish
Pages (from-to)4106-4109
Number of pages4
JournalOrganic Letters
Volume16
Issue number16
DOIs
Publication statusPublished - 2014 Aug 15

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Stereoselective acylation of the E, e -vinylketene silyl N, O -acetal and its application to the synthesis of khafrefungin'. Together they form a unique fingerprint.

  • Cite this