Combination of Rearrangement with Metallic and Organic Catalyses–a Step??and Atom??Economical Approach to α??Spiroactones and??lactams

…, Y Coquerel, J Rodriguez

Index: Boddaert, Thomas; Coquerel, Yoann; Rodriguez, Jean European Journal of Organic Chemistry, 2011 , # 26 p. 5061 - 5070

Full Text: HTML

Citation Number: 14

Abstract

Abstract A general synthetic route to α-spirolactones and-lactams from 2-diazo-1, 3- dicarbonyl compounds,(homo) allylic alcohols or amines and acrylic derivatives, involving a single consecutive reaction consisting of a Wolff rearrangement/α-oxo ketene trapping/cross metathesis/Michael addition sequence is described. During the consecutive reaction optimization, the organocatalytic activity of N, N-diaryl-1, 3-imidazol (in)-2-ylidene N- ...