Tetrahedron letters

Intramolecular photochemical reactions of 2-acyl-4-oxa-1, 5-hexadienes

…, TC Leckta, DJ McGarvey, PW Jacob, HA Picken

Index: Matlin, Albert R.; Leckta, Thomas C.; McGarvey, David J.; Jacob, Peter W.; Picken, Harold A. Tetrahedron Letters, 1987 , vol. 28, # 43 p. 5083 - 5086

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Citation Number: 10

Abstract

Abstract Photolysis of alkyl-substituted 2-(2-oxa-3-butenyl) cyclopent-2-enones gives rise to derivatives of bicyclo [2.1. 1] hexanes (“rule of five” product), and α- methylenecyclopentanones (photo-Claisen rearrangement). Methyl substitution remote from the bond forming centers produces a regioselective reaction yielding only the “rule of five” product.