A trans-chelating bisphosphine possessing only planar chirality and its application to catalytic asymmetric reactions

Ryoichi Kuwano, Takashi Uemura, Makoto Saitoh, Yoshihiko Ito

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

A new chiral bisphosphine, (S,S)-2,2″-bis[(diethylphosphino)methyl]- 1,1″-biferrocene [(S,S)-EtTRAP-H], was synthesized in seven steps in 45% overall yield from ferrocenyloxazoline derived from (S)-valinol. The new chiral phosphine has only planar chirality, and is able to form a trans-chelate metal complex. (S,S)-EtTRAP-H is an effective ligand in rhodium-catalyzed asymmetric hydrosilylation of ketones (up to 94% ee). In particular, the hydrosilylation of 2-octanone yielded (S)-2-octanol with 77% ee.

Original languageEnglish
Pages (from-to)2263-2271
Number of pages9
JournalTetrahedron Asymmetry
Volume15
Issue number14
DOIs
Publication statusPublished - Jul 26 2004

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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