QUANTUM-CHEMICAL MODELING OF CHIRAL CATALYSIS .11. ISOMERISM IN BORANE ADDUCTS OF CHIRAL OXAZABOROLIDINES USED AS CATALYSTS IN THE ENANTIOSELECTIVE REDUCTION OF KETONES

被引：5

作者：

NEVALAINEN, V

机构：

[1] Division of Organic Chemistry, University of Helsinki, SF-00014

来源：

TETRAHEDRON-ASYMMETRY | 1993年 / 4卷 / 07期

关键词：

D O I：

10.1016/S0957-4166(00)80361-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The relative stability of isomers of borane adducts of 1,3,2-oxazaborolidines was investigated by means of ab initio molecular orbital methods. One open-chain isomer was found to be more stable than the borane N-adduct proposed to be one of the key-intermediates of the catalytic enantioselective reduction of ketones. Borane N-adduct of 1,3,2-oxazaborolidine was found to be 19 kJ mol-1 (6-31G*//6-31G*) more stable than the corresponding O-adduct. Geometry of the ring oxygen of the O-adduct appeared out to be practically planar.

引用

页码：1569 / 1572

页数：4

共 17 条

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