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Communication

A Chiral Chelating Diene as a New Type of Chiral Ligand for Transition Metal Catalysts: Its Preparation and Use for the Rhodium-Catalyzed Asymmetric 1,4-Addition

Supporting Info

Tamio Hayashi,* Kazuhito Ueyama, Norihito Tokunaga, and Kazuhiro Yoshida

Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan

J. Am. Chem. Soc., 2003, 125 (38), pp 11508–11509

DOI: 10.1021/ja037367z

Publication Date (Web): August 27, 2003

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

, thayashi@kuchem.kyoto-u.ac.jp

Abstract

As a new type of chiral ligand, a C₂-symmetric norbornadiene derivative (1R,4R)-2,5-dibenzylbicyclo[2.2.1]hepta-2,5-diene (1) was prepared and used for the rhodium-catalyzed asymmetric addition of organoboron and -tin reagents to α,β-unsaturated ketones, which gave high yields of the 1,4-addition products with up to 99% enantioselectivity.

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Published In Issue September 24, 2003
Received July 18, 2003

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Communication

A Chiral Chelating Diene as a New Type of Chiral Ligand for Transition Metal Catalysts: Its Preparation and Use for the Rhodium-Catalyzed Asymmetric 1,4-Addition