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Communication

An Air-Stable P-Chiral Phosphine Ligand for Highly Enantioselective Transition-Metal-Catalyzed Reactions

Supporting Info

Tsuneo Imamoto,* Keitaro Sugita, and Kazuhiro Yoshida

Department of Chemistry, Faculty of Science, Chiba University, Chiba 263-8522, Japan

J. Am. Chem. Soc., 2005, 127 (34), pp 11934–11935

DOI: 10.1021/ja053458f

Publication Date (Web): August 9, 2005

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, imamoto@faculty.chiba-u.jp

Abstract

A new P-chiral phosphine ligand, (R,R)-2,3-bis(tert-butylmethylphosphino)quinoxaline, has been prepared by the reaction of enantiomerically pure tert-butylmethylphosphine−borane with 2,3-dichloroquinoxaline. This ligand, in contrast to most of the previously reported P-chiral ligands, is an air-stable solid and exhibits excellent enantioselectivities in both Rh-catalyzed asymmetric hydrogenations and Rh- or Pd-catalyzed carbon−carbon bond-forming reactions.

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History

Published In Issue August 31, 2005
Received May 27, 2005

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Communication

An Air-Stable P-Chiral Phosphine Ligand for Highly Enantioselective Transition-Metal-Catalyzed Reactions