A new facile method for the stereoselective synthesis of trans-2-aryl-3, 3-dimethylcyclopropane-1-carboxylic acids

…, P Guo, W Liu, JE Sundeen, DS Weinstein, KS Atwal…

Index: Chen, Bang-Chi; Ngu, Khehyong; Guo, Peng; Liu, Wen; Sundeen, Joseph E; Weinstein, David S; Atwal, Karnail S; Ahmad, Saleem Tetrahedron Letters, 2001 , vol. 42, # 36 p. 6227 - 6229

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Citation Number: 7

Abstract

A new facile method for the preparation of trans-2-aryl-3, 3-dimethylcyclopropane-1- carboxylic acids was developed. The new method involved [2+ 2]-cycloaddition of styrenes with N, N, 2-trimethylpropionamide followed by bromination and rearrangement of the resulting 3-aryl-2, 2-dimethylcyclobutanones, affording the title compounds in two steps in 60–84% overall yields.