Davies Huw M L, Jin Qihui
Department of Chemistry, University at Buffalo, State University of New York, Buffalo, NY 14260-3000, USA.
Proc Natl Acad Sci U S A. 2004 Apr 13;101(15):5472-5. doi: 10.1073/pnas.0307556101. Epub 2004 Mar 15.
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.
新型催化不对称反应的发展能够带来令人振奋的有机合成新策略。本文描述了通过四脯氨酸二铑催化乙烯基重氮乙酸酯与含有烯丙基碳氢键的化合物反应实现的碳氢键活化/科普重排反应的合成效用。该转化具有高度的非对映选择性和对映选择性。然而，产物分布高度依赖于底物，主要副产物为直接碳氢键活化产物或环丙烷化产物。
