Total synthesis of khafrefungin using highly stereoselective vinylogous Mukaiyama aldol reaction

Shin Ichi Shirokawa, Mariko Shinoyama, Isao Ooi, Seijiro Hosokawa, Atsuo Nakazaki, Susumu Kobayashi

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

(Chemical Equation Presented) A convergent total synthesis of khafrefungin was accomplished on the basis of (1) the highly stereoselective TiCl 4-mediated vinylogous Mukaiyama aldol reaction using vinylketene silyl N,O-acetal and (2) syn-selective aldol reaction of enal 5a and ethyl ketone 6 followed by anti-dehydration under Mitsunobu conditions.

Original languageEnglish
Pages (from-to)849-852
Number of pages4
JournalOrganic Letters
Volume9
Issue number5
DOIs
Publication statusPublished - 2007 Mar 1
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Total synthesis of khafrefungin using highly stereoselective vinylogous Mukaiyama aldol reaction'. Together they form a unique fingerprint.

  • Cite this