Palladium-catalyzed cascade ring expansion reaction of 1-(3-methoxycarbonyloxy-1-propynyl)cyclobutanols with phenols

摘要

A palladium-catalyzed transformation of 1-(3-methoxycarbonyloxy-1-propynyl)cyclobutanols to cyclopentanones on treatment with phenol derivatives is described. This process can be visualized to proceed via nucleophilic attack to allenyl palladium species by phenol, followed by ring expansion reaction of pi-allylpalladium complex to form the corresponding cyclopentanone. (C) 1999 Elsevier Science Ltd. All rights reserved. [References: 14]