Copper-Catalyzed Asymmetric Hydrogenation of Aryl and Heteroaryl Ketones

被引：50
|
作者：
Krabbe, Scott W. [1 ]
Hatcher, Mark A. [2 ]
Bowman, Roy K. [2 ]
Mitchell, Mark B. [2 ]
McClure, Michael S. [2 ]
Johnson, Jeffrey S. [1 ]
机构：
[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA
[2] GlaxoSmithKline, Prod Dev, Res Triangle Pk, NC 27709 USA
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 17期
关键词：
EFFICIENT ENANTIOSELECTIVE HYDROSILYLATION; CONJUGATE REDUCTION; AMINOPHOSPHINE LIGANDS; AIR; COMPLEXES; <(PH3P)CUH>6; TEMPERATURE; ALDEHYDES; REVERSAL; SYSTEM;
D O I：
10.1021/ol4021223
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
High throughput screening enabled the development of a Cu-based catalyst system for the asymmetric hydrogenation of prochiral aryl and heteroaryl ketones that operates at H-2 pressures as low as 5 bar. A ligand combination of (R,S)-N-Me-3,5-xylyl-BoPhoz and tris(3,5-xylyl)phosphine provided benzylic alcohols in good yields and enantioselectivities. The electronic and steric characteristics of the ancillary triarylphosphine were important in determining both reactivity and selectivity.
引用
收藏
页码：4560 / 4563
页数：4
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