The Mechanism of the Photochemical Cycloaddition Reaction between 2-Cyclopentenone and Polar Alkenes: Trapping of Triplet 1, 4-Biradical Intermediates with …

…, DJ Hastings, AC Weedon

Index: Andrew, David; Hastings, David J.; Weedon, Alan C. Journal of the American Chemical Society, 1994 , vol. 116, # 24 p. 10870 - 10882

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Citation Number: 47

Abstract

Abstract: The regiochemistry of the photochemical cycloaddition reaction between 2- cyclopentenone and the polar alkenes 1, l-difluoroethene and methyl acrylate has been investigated. With 1, l-difluoroethene the major cycloaddition product is a cyclobutane adduct possessing head-to-tail regiochemistry; with methyl acrylate the reaction is nonregioselective and a 46.553. 5 ratio of head-to-head and head-to-tail cyclobutane ...