Journal of the American Chemical Society

Photochemistry of. alpha.,. beta.-unsaturated esters. VII. Photolytic behavior of vinylcyclopropanecarboxylates

MJ Jorgenson

Index: Jorgenson,M.J. Journal of the American Chemical Society, 1969 , vol. 91, p. 6432 - 6443

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Citation Number: 24

Abstract

Abstract: Upon direct photolysis esters 1-6 undergo the following reactions: fragmentation to carbenes (followed by their collapse to allenes, furans and cyclopropenes), rearrangement to cyclopentenes and ring expansion to bicyclo [2.1. O] pentanes. Ring opening to dienic esters and deconjugation, a reaction characteristic of simple cu,@-unsaturated esters, are not important general pathways. In methanol-0-d double bond migration in 2 to give ethyl ...