The Journal of Organic Chemistry

Ring-opening processes in the 8-oxabicyclo [3.2. 1] octane ring system

V Sampath, NE Schore

Index: Sampath, Vijaya; Schore, Neil E. Journal of Organic Chemistry, 1983 , vol. 48, # 25 p. 4882 - 4887

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Citation Number: 6

Abstract

Vijaya Sampath*' and Neil E. Schore*2 ... Department of Chemistry, University of California, Davis, California 95616 Received May 3, 1983 ... The synthesis of a number of derivatives of 8-oxabicyclo[3.2.l]oct-6-en-3-one (2) has been carried out in an attempt to generate a short synthesis of 4-tropolone. Lewis acid catalyzed ether cleavage of the saturated analogue of 2 was unsuccessful. The bromine adduct of 2 underwent elimination reactions, leading to all ...