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一种手性螯合二烯作为过渡金属催化剂的新型手性配体：其制备及用于铑催化的不对称1,4-加成反应

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.

作者信息

Hayashi Tamio, Ueyama Kazuhito, Tokunaga Norihito, Yoshida Kazuhiro

机构信息

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

出版信息

J Am Chem Soc. 2003 Sep 24;125(38):11508-9. doi: 10.1021/ja037367z.

DOI:10.1021/ja037367z
PMID:13129348
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 alpha,beta-unsaturated ketones, which gave high yields of the 1,4-addition products with up to 99% enantioselectivity.

摘要

作为一种新型手性配体，制备了一种C2对称的降冰片二烯衍生物(1R,4R)-2,5-二苄基双环[2.2.1]庚-2,5-二烯(1)，并将其用于铑催化的有机硼和有机锡试剂对α,β-不饱和酮的不对称加成反应，该反应以高达99%的对映选择性给出了高产率的1,4-加成产物。

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