Planar-chiral ferrocenes in asymmetric catalysis:: The impact of stereochemically inhomogeneous ligands

被引:88
作者
Bolm, C [1 ]
Muñiz, K [1 ]
Hildebrand, JP [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
关键词
D O I
10.1021/ol990683r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The catalytic properties of stereochemically inhomogeneous mixtures of chiral ferrocenes in dimethylzinc additions to benzaldehyde have been investigated. With planar chiral ferrocene (R-P) - a linear correlation between the enantiomeric excess of the ferrocene and that of the product was found. In contrast, a significant departure from linearity was revealed when mixtures of diastereomeric ferrocenes (S,R-p)-1 and (S,S-p)-3 were employed. Thus, even in the reaction with a catalyst obtained from a 1:1 ratio of diastereomers 1 and 3, formation of a product with an enantioselectivity of 95% ee was achieved.
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页码:491 / 493
页数:3
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