In the rearrangement of exo-2,10-dibromobornane to camphene it was demonstrated that even complex elimination processes which involve the breaking and making of several bonds can be brought about in a highly concerted fashion under variable push-pull control. Several trapping reactions, a failed radical reaction, and stereochem. studies were used to verify the mechanism. [on SciFinder (R)]
Title
An unprecedented elimination-driven migration: the reductive dihalobornane-camphene rearrangement
Published in
Angewandte Chemie, International Edition
Volume
37
Issue
22
Pages
3173-3175
Date
1998
Note
CAN 130:168488 30-10 Terpenes and Terpenoids Institut de Chimie Organique, Universite Batiment de Chimie (BCh),Lausanne,Switz. Journal 1433-7851 written in English. 79-92-5P; 559-45-5P; 51361-81-0P; 220306-21-8P; 220306-22-9P Role: BYP (Byproduct), PREP (Preparation) (unprecedented elimination-driven migration in reductive dihalobornane-camphene rearrangement); 40386-14-9; 51361-80-9; 220306-18-3; 220306-19-4; 220306-23-0; 220306-24-1 Role: RCT (Reactant), RACT (Reactant or reagent) (unprecedented elimination-driven migration in reductive dihalobornane-camphene rearrangement); 51361-75-2P; 51361-78-5P; 220306-20-7P; 220306-25-2P; 220306-26-3P Role: SPN (Synthetic preparation), PREP (Preparation) (unprecedented elimination-driven migration in reductive dihalobornane-camphene rearrangement)
Record creation date
2006-03-03
