Power of cooperativity: Lewis acid-Lewis base bifunctional asymmetric catalysis

Motomu Kanai, Nobuki Kato, Eiko Ichikawa, Masakatsu Shibasaki

Research output: Contribution to journalReview articlepeer-review

349 Citations (Scopus)

Abstract

The concept of bifunctional asymmetric catalysis is very powerful for designing new enantioselective catalysts. We describe our investigation starting with the development of a BINOL-derived Lewis acid-Lewis base bifunctional asymmetric catalyst for cyanosilylation of aldehydes. The initial establishment of the concept was followed by the development of new sugar-derived catalysts that promote general catalytic enantioselective cyanosilylation of ketones. We also describe the catalytic enantioselective Reissert reaction of pyridine derivatives and Strecker reaction of ketoimines as recent advances in this field.

Original languageEnglish
Pages (from-to)1491-1508
Number of pages18
JournalSynlett
Issue number10
DOIs
Publication statusPublished - 2005 Jun 17
Externally publishedYes

Keywords

  • Asymmetric synthesis
  • Catalysis
  • Imines
  • Lewis acids
  • Pyridines

ASJC Scopus subject areas

  • Organic Chemistry

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