Oxy Effects on the Platinum-Catalyzed Carbo- and Oxacyclizations of 2-Oxiranyl-1-(1-oxyalk-2-ynyl)benzenes
作者:Rupsha Chaudhuri、Samir Kundlik Pawar、Kamalkishore Pati、Rai-Shung Liu
DOI:10.1002/adsc.201200187
日期:2012.8.13
We report new platinum-catalyzed protocols for the synthesis of carbocycles and oxacycles from 2-oxiranyl-1-(1-oxyalk-2-ynyl)benzenes. For 1,2,2-trisubstituted epoxides bearing an acyloxy group, their platinum-catalyzed cyclizations proceed through an initial 1,3-acyloxy shift, followed by an intramolecular attack of an allenyl acetate at the carbonyl group, ultimately giving 2-naphthyl ketones through