Diphenylprolinol silyl ethers as efficient organocatalysts for the asymmetric Michael reaction of aldehydes and nitroalkenes

Yujiro Hayashi, Hiroaki Gotoh, Takaaki Hayashi, Mitsuru Shoji

Research output: Contribution to journalArticle

989 Citations (Scopus)

Abstract

(Chemical Equation Presented) The direct, catalytic, asymmetric Michael addition of aldehydes to nitroolefins in the presence of a chiral diphenylprolinol silyl ether organocatalyst is described (see scheme). The desired 1,4-addition products were obtained in nearly optically pure form in good yield with high syn diastereoselectivity. TMS = trimethylsilyl.

Original languageEnglish
Pages (from-to)4212-4215
Number of pages4
JournalAngewandte Chemie - International Edition
Volume44
Issue number27
DOIs
Publication statusPublished - 2005 Jul 4

Keywords

  • Asymmetric catalysis
  • Diphenylprolinol
  • Michael addition
  • Nitroalkenes
  • Organocatalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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