Co-salen complexes as catalysts for the asymmetric Henry reaction - reversed enantioselectivity through simple ligand modification

被引:15
作者
Dimroth, J.
Weck, M. [1 ]
机构
[1] NYU, Inst Mol Design, New York, NY 10003 USA
关键词
HYDROLYTIC KINETIC RESOLUTION; NITROALDOL REACTION; TERMINAL EPOXIDES; METAL-COMPLEXES; ALDEHYDES; (R)-PHENYLEPHRINE; ROUTE; BASE; RING;
D O I
10.1039/c4ra16931j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The asymmetric Henry reaction is an efficient method for the synthesis of enantioenriched nitro alcohols. We investigated the catalytic activity and enantioselectivity of derivatives of Co-salen [salen = N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane-diamine] in this reaction. Tetrahydro-salen (salan) complexes displayed a reversed enantioselectivity compared to their Schiff-base counterparts. Oligomeric Co-salen catalysts showed a higher activity than their small molecule analogues, indicating a bimetallic pathway.
引用
收藏
页码:29108 / 29113
页数:6
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