[1,2]-WITTIG REARRANGEMENT OF ENANTIO-DEFINED ALPHA-ALKOXYALKYLLITHIUMS - STRUCTURAL REQUIREMENT AND STERIC COURSE AT THE LI-BEARING TERMINUS

被引：37

作者：

TOMOOKA, K ^{[1
]}

IGARASHI, T ^{[1
]}

NAKAI, T ^{[1
]}

机构：

[1] TOKYO INST TECHNOL,DEPT CHEM TECHNOL,MEGURO KU,TOKYO 152,JAPAN

来源：

TETRAHEDRON | 1994年 / 50卷 / 20期

关键词：

D O I：

10.1016/S0040-4020(01)90447-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The [1,2]-Wittig rearrangements of enantio-defined alpha-benzyloxypropyllithium and its (R)-alpha-methylbenzyloxy analogs, generated from the enantio-enriched stannanes via Sn / Li exchange, are shown to proceed predominantly with inversion of configuration at the Li-bearing terminus and retention of configuration at the migrating center, and exhibit a significant level of mutual enantiomer recognition in the radical recombination process.

引用

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页码：5927 / 5932

页数：6

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