Chiral brønsted acid catalysis for enantioselective hosomi-sakurai reaction of imines with allyltrimethylsilane

Norie Momiyama, Hayato Nishimoto, Masahiro Terada

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)

Abstract

The chiral Brønsted acid (1b or 1c) has been shown to initiate the Hosomi-Sakurai reaction of imines with excellent enantioselectivities. The combined Brønsted acid system has been developed to offer a new class of chiral Brønsted acid catalysis. The present system proceeds through regeneration of the chiral Brønsted acid by proton transfer from additional Brønsted acid to silylated chiral Brønsted acid, a newly elucidated mechanism for the role of the additional Brønsted acid.

Original languageEnglish
Pages (from-to)2126-2129
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

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