Catalytic asymmetric reactions for organic synthesis: the combined C-H activation/Cope rearrangement.
The development of new catalytic asymmetric reactions can lead to exciting new strategies for organic synthesis. This article describes the synthetic utility of the combined C-H activation/Cope rearrangement, achieved by dirhodium tetraprolinate-catalyzed reaction of vinyldiazoacetates with compounds containing allylic C-H bonds. The transformation is highly diastereoselective and enantioselective. The product distribution, however, is highly substrate dependent, the major side products being either direct C-H activation or cyclopropanation.
Davies
Huw M L
HM
Department of Chemistry, University at Buffalo, State University of New York, Buffalo, NY 14260-3000, USA. hdavies@acsu.buffalo.edu
Jin
Qihui
Q