Halogen/metal vs hydrogen/metal exchange: General or specific site selectivity as exemplified in the camphene series

被引：6

作者：

Garamszegi, L ^{[1
]}

Schlosser, M ^{[1
]}

机构：

[1] UNIV LAUSANNE,INST CHIM ORGAN,CH-1015 LAUSANNE,SWITZERLAND

来源：

CHEMISCHE BERICHTE-RECUEIL | 1997年 / 130卷 / 01期

关键词：

monoterpenes; sesquiterpenes; stereoselectivity; alk-1-enyllithium(sodium) intermediates; metal exchange; halogen vs hydrogen; AGENTS;

D O I：

10.1002/cber.19971300112

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Z)-(3,3-Dimethylbicyclo[2.2.1]hept-2-ylidene)methyllithium can be readily generated by treatment of (Z)-3-bromomethylene-2,2-dimethylbicyclo[2.2.1]heptane with tert-butyl-lithium. At -75 degrees C, the organometallic intermediate is configurationally stable and reacts with a variety of electrophiles under stereochemical retention.

引用

页码：77 / 82

页数：6

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