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

✍ Scribed by Bang-Chi Chen; Khehyong Ngu; Peng Guo; Wen Liu; Joseph E Sundeen; David S Weinstein; Karnail S Atwal; Saleem Ahmad

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 53 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)01224-2

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✦ Synopsis

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.

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