CLEAVAGE OF AN SI-ME BOND BY INTRAMOLECULAR ALKOXIDE-ION ATTACK - CRYSTAL-STRUCTURE OF 6,6-BIS(TRIMETHYLSILYL)NORBORNAN-ENDO-2-OL

被引：10

作者：

EABORN, C

HITCHCOCK, PB

机构：

[1] School of Chemistry and Molecular Sciences, University of Sussex

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1991年 / 08期

关键词：

D O I：

10.1039/p29910001137

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The crystal structure of the title alcohol, 2, has been determined in order to throw light on the ease of intramolecular displacement of a Me group to give 3 when 2 is treated with Bu(t)OK-Bu(t)OH. In 2 (and thus presumably in the alkoxide ion derived from it) the O-atom and the endo-SiMe3 group are held in a very favourable disposition for this displacement, and because of this, and the high rigidity of the substrate molecule, there is little loss of entropy on going to the cyclic transition state.

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页码：1137 / 1141

页数：5

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