The Journal of Organic Chemistry

Addition of carbenes to 1, 1-dimethylallene. Formation and rearrangement of substituted methylenecyclopropanes

X Creary

Index: Creary,X. Journal of Organic Chemistry, 1978 , vol. 43, p. 1777 - 1783

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Citation Number: 30

Abstract

Addition of photolytically generated carboethyxoycarbene as well as the copper carbenoid species to 1, l-dimethylallene (1) gives cyclopropanation of both of the allenyl double bonds of 1. Also produced are small amounts of 1-carboethoxymethylene-2, 2- dimethylcyclopropanes 4 and 5 as well as CH insertion products 6 and 7 in the case of the photolytically generated carbene. The photosensitized triplet carbene addition gives ...

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