Wegner Hermann A, de Meijere Armin, Wender Paul A
Departments of Chemistry and Molecular Pharmacology, Stanford University, Stanford, CA 94305, USA.
J Am Chem Soc. 2005 May 11;127(18):6530-1. doi: 10.1021/ja043671w.
Initial examples of the intermolecular Rh(I)-catalyzed [5+2] cycloaddition reaction of bifunctional allenes and vinylcyclopropanes are described. The reactions proceed with facility and in yields of up to 99% with a variety of alkyne-, ester-, styrene-, or cyano-substituents on the allene to afford the corresponding cycloadducts. In the presence of CO, the reaction proceeds to an eight-membered ring cycloadduct and its transannularly closed product, providing the first example of a three-component [5+2+1] cycloaddition with allenes.
描述了双官能团丙二烯与乙烯基环丙烷的分子间铑（I）催化[5+2]环加成反应的初始实例。该反应进行顺利，对于丙二烯上带有各种炔基、酯基、苯乙烯基或氰基取代基的情况，产率高达99%，可得到相应的环加成产物。在一氧化碳存在下，反应生成八元环环加成产物及其跨环闭合产物，提供了丙二烯参与的三组分[5+2+1]环加成反应的首个实例。
