A simple proline-based organocatalyst for the enantioselective reduction of imines using trichlorosilane as a reductant

Takuya Kanemitsu, Atsushi Umehara, Rieko Haneji, Kazuhiro Nagata, Takashi Itoh

Research output: Contribution to journalArticle

29 Citations (Scopus)

Abstract

A simple and inexpensive proline-based organocatalyst was developed for the reduction of imines using trichlorosilane as a reductant. The reduction of N-aryl imines in the presence of 10 mol % of N-pivaloyl-l-proline anilide was carried out to give the corresponding amines in excellent yields (up to 99%) with high enantioselectivities (up to 93% ee).

Original languageEnglish
Pages (from-to)3893-3898
Number of pages6
JournalTetrahedron
Volume68
Issue number20
DOIs
Publication statusPublished - 2012 May 20
Externally publishedYes

Keywords

  • Amines
  • Asymmetric synthesis
  • Lewis bases
  • Organocatalysis
  • Reduction

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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