Asymmetrie direct vinylogous aldol reaction of furanone derivatives catalyzed by an axially chiral guanidine base

Hitoshi Ube, Naoki Shimada, Masahiro Terada

Research output: Contribution to journalArticlepeer-review

147 Citations (Scopus)

Abstract

Ace of Base: The first highly enantioselectlve direct vinylogous aldol reaction of dihalogenated or α-thio-substituted furanones with aldehydes utilizes an axially chiral guanidine base catalyst. The method provides facile access to enantioenriched γ-substituted butenolides. (Figure Presented)

Original languageEnglish
Pages (from-to)1858-1861
Number of pages4
JournalAngewandte Chemie - International Edition
Volume49
Issue number10
DOIs
Publication statusPublished - 2010 Mar 1

Keywords

  • Aldol reaction
  • Asymmetric catalysis
  • Butenolides
  • Guanidine
  • Organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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