ELECTROSTATIC AND STERIC CONTROL OF PI-FACIAL STEREOSELECTIVITY IN NUCLEOPHILIC ADDITIONS OF LIH AND MELI TO ENDO-5,6-DISUBSTITUTED NORBORNEN-7-ONES - AN AB-INITIO MO STUDY

被引：14

作者：

WILLIAMS, L ^{[1
]}

PADDONROW, MN ^{[1
]}

机构：

[1] UNIV NEW S WALES,SCH CHEM,KENSINGTON,NSW 2033,AUSTRALIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1994年 / 03期

关键词：

D O I：

10.1039/c39940000353

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Fully optimized transition structures for the addition of LiH and MeLi to several endo-5,6-disubstituted norbornen-7-ones have been located at the HF/6-31G(d) level of theory; single point MP2/6-31G(d) energies, together with point charge calculations suggest that a combination of electrostatic and steric effects, and not hyperconjugative effects, control the pi-facial stereoselectivity of LiH and MeLi additions.

引用

页码：353 / 355

页数：3

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