Photochemistry of alkenes. 6. Direct irradiation of 1, 5-hexadienes:[1, 2] and [1, 3] sigmatropic allyl shifts

TDR Manning, PJ Kropp

Index: Manning, T. D. R.; Kropp, Paul J. Journal of the American Chemical Society, 1981 , vol. 103, # 4 p. 889 - 897

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Citation Number: 11

Abstract

Abstract: The photochemical behavior of a series of alkyl-substituted 1, 5-hexadienes has been studied. Competing allylcyclopropane formation and rearrangement to an isomeric 1, s- hexadiene via competing [1, 2] and [1, 3] sigmatropic allyl shifts, respectively, were observed. In one case a [3, 2] product (30 from 27) and in another a [3, 3] product (35 from 31) was obtained, but only in low yield. Extensive cis e trans isomerization competed with ...