1-(Arylthio) cyclopropanecarboxaldehydes. Conjunctive reagents for secoalkylation

BM Trost, LN Jungheim

Index: Trost,B.M.; Jungheim,L.N. Journal of the American Chemical Society, 1980 , vol. 102, p. 7910

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Citation Number: 73

Abstract

Abstract: The aldol products from 1-(arylthio) cyclopropanecarboxaldehydes and ketones undergo dehydration and addition of nucleophiles to the carbonyl group. The products are vinylogues of cyclopropylcarbinol systems that have previously been rearranged to cyclobutanones. The key for the successful rearrangement here is the employment of 2, 6- dimethoxyphenyl as the aryl group. The generated vinylcyclobutanones add a range of ...