Enantioselective 1,4-addition of aliphatic Grignard reagents to enones catalyzed by readily available copper(I) thiolates derived from TADDOL - Preliminary communication

被引:65
作者
Seebach, D [1 ]
Jaeschke, G [1 ]
Pichota, A [1 ]
Audergon, L [1 ]
机构
[1] ETH Zentrum, Organ Chem Lab, CH-8092 Zurich, Switzerland
关键词
D O I
10.1002/hlca.19970800819
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two simple thiols derived from the parent TADDOL, alpha,alpha,alpha',alpha'-tetraphenyl-2,2-dimethyl-1,3-dioxolan-4,5-dimethanol, are used to prepare Cu-I complexes C and D to catalyze (0.05 equiv.) 1,4-additions of Grignard reagents RMgCl to cyclic enones with enantioselectivities which are comparable to or better than previously reported (enantiomer ratios up to 92:8).
引用
收藏
页码:2515 / 2519
页数:5
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