Enantioselective direct vinylogous michael addition of functionalized furanones to nitroalkenes catalyzed by an axially chiral guanidine base

Masahiro Terada, Kenichi Ando

Research output: Contribution to journalArticle

62 Citations (Scopus)

Abstract

The highly syn-diastereo- and enantioselective direct vinylogous Michael addition ofα-thio substituted furanones with conjugate nitroalkenes was demonstrated using an axially chiral guanidine base catalyst. The method provides facile access to enantioenriched α,γ-functionalized butenolides that can be further manipulated, thereby rendering them useful synthetic intermediates.

Original languageEnglish
Pages (from-to)2026-2029
Number of pages4
JournalOrganic letters
Volume13
Issue number8
DOIs
Publication statusPublished - 2011 Apr 15

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Enantioselective direct vinylogous michael addition of functionalized furanones to nitroalkenes catalyzed by an axially chiral guanidine base'. Together they form a unique fingerprint.

  • Cite this