THE IMPORTANCE OF ELECTROSTATIC EFFECTS IN CONTROLLING PI-FACIAL STEREOSELECTIVITY IN NUCLEOPHILIC ADDITIONS TO CARBONYL-COMPOUNDS - AN ABINITIO MO STUDY OF A PROTOTYPE CHELATION MODEL

被引：83

作者：

WONG, SS ^{[1
]}

PADDONROW, MN ^{[1
]}

机构：

[1] UNIV NEW S WALES,DEPT ORGAN CHEM,POB 1,KENSINGTON,NSW 2033,AUSTRALIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1991年 / 05期

关键词：

D O I：

10.1039/c39910000327

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ab initio MO calculations on the complete set of diastereoisomeric transition structures for the addition of lithium hydride to fluoroethanal and 2-fluoropropanal revealed that the most stable transition structure for each system is dominated by electrostatic attraction between Li and F and this results in the formation of the Cram chelation control product for the latter aldehyde.

引用

页码：327 / 330

页数：4

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