The Journal of Organic Chemistry

Photochemistry of some heteroatom-substituted 5-acylnorbornenes

RR Sauers, DC Lynch

Index: Sauers, Ronald R.; Lynch, Doreen C. Journal of Organic Chemistry, 1980 , vol. 45, # 7 p. 1286 - 1290

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Citation Number: 8

Abstract

A series of 5-acylnorbornenes with hydroxyl, chloro, benzylthio, and diethylamino as a substituents was prepared as part of a study designed to evaluate the importance of lone- pair interactions in carbonyl photochemistry. Oxetanea were the primary photoproducts formed on irradiation of both the hydroxy ketone and the chloro ketone, but the thioketone and the amino ketone did not lead to detectable amounts of oxetanes. The results are ...