Enantioselective catalytic addition of allyl organometallic reagents to aldehydes promoted by [Cr(Salen)]: the hidden role played by weak Lewis acids in metallo-Salen promoted reactions

被引:56
作者
Bandini, M [1 ]
Cozzi, PG [1 ]
Umani-Ronchi, A [1 ]
机构
[1] Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
关键词
allylation; catalysis; Lewis acids; Schiff bases;
D O I
10.1016/S0040-4020(00)01047-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this paper, we present the data obtained from kinetic analysis and from NLE study in the [Cr(Salen)] catalysed addition of allyl halides to aldehydes. The results show the key role played by weak Lewis acids in the catalytic system. Weak Lewis acids such as manganese salts and the [Cr(Salen)X] complex drive the stereochemistry of the reaction toward a high level of diastero- and enantioselectivity. Therefore, the Lewis acids and their properties must be taken into account in the rational design of metallo-Salen mediated processes. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:835 / 843
页数:9
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