通过连续碳铑化过程实现铑催化的张力烯烃的乙烯基环丙烷化/环戊烯化反应。
Rhodium-catalyzed vinylcyclopropanation/cyclopentenation of strained alkenes via a sequential carborhodation process.
作者信息
Tseng Nai-Wen, Lautens Mark
机构信息
Davenport Research Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario, Canada M5S 3H6.
出版信息
J Org Chem. 2009 Mar 20;74(6):2521-6. doi: 10.1021/jo900039g.
PMID:19284737
Abstract
A rhodium-catalyzed reaction of dienylboronate esters with alkenes is described. Strained bicyclic alkenes show the highest reactivity toward the rhodium-catalyzed addition of the dienylboronate esters. Depending on the substitution pattern of dienylboronate esters, an intramolecular 1,6- or 1,4-addition mechanism may be operative, affording carbocycles containing a vinylcyclopropane or cyclopentene moiety.
摘要
描述了一种铑催化的二烯基硼酸酯与烯烃的反应。张力双环烯烃对铑催化的二烯基硼酸酯加成反应表现出最高的反应活性。根据二烯基硼酸酯的取代模式，分子内1,6-或1,4-加成机制可能起作用，得到含有乙烯基环丙烷或环戊烯部分的碳环。
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