Synthesis and reactions of bicyclo [3.1. 0] hexatrienes

WN Washburn, R Zahler, I Chen

Index: Washburn,W.N. et al. Journal of the American Chemical Society, 1978 , vol. 100, p. 5863 - 5874

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Citation Number: 23

Abstract

Abstract: The feasibility of inducing two HBr eliminations from 4, 6-dibromo-2-bicyclo [3.1. O] hexene (3) was explored as a route to bicyclo (3.1. O] hexatriene (1). Depending on the base employed 3 was converted to bromobenzene or 6-substituted fulvenes. To elucidate the mechanism by which the fulvene arose, 3 was synthesized specifically labeled with deuterium, I3C, and alkyl groups. The labeling results require the formation of triene 1 as a ...

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