4,4′-disubstituted BINAPs for highly enantioselective Ru-catalyzed asymmetric hydrogenation of ketones

被引：64

作者：

Hu, AG ^{[1
]}

Ngo, HL ^{[1
]}

Lin, WB ^{[1
]}

机构：

[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 17期

关键词：

D O I：

10.1021/ol048993j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A family of tunable precatalysts Ru(4,4'-BINAP)(chiral diamine)Cl-2 was synthesized and used for highly enantioselective hydrogenation of aromatic ketones. This result differs from previous chiral diphosphines that rely on the bis(xylyl)phosphino groups to control enantioselectivity. An X-ray structural study reveals that the bulky substituents on the 4,4'-positions of BINAP can effectively create a suitable chiral pocket in the transition state and thus provide a new mechanism for the enantiocontrol in such a remarkable asymmetric catalytic process.

引用

页码：2937 / 2940

页数：4

共 24 条

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