Journal of Nutritional Science and Vitaminology
Online ISSN : 1881-7742
Print ISSN : 0301-4800
ISSN-L : 0301-4800
ELECTROCYCLIZATION REACTION OF HIGHER CON-JUGATED POLYENALS: PHOTOCHEMICAL BEHAVIORS OF RETINAL (VITAMIN A1 ALDEHYDE) HOMOLOGUES
Kiyoshi TSUKIDAMasayoshi ITOAkiko KODAMA
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1978 Volume 24 Issue 2 Pages 143-148

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Abstract
During the studies on a photoreaction of retinal, involving various kinds of (Z)-(E) isomerization, a heretofore unknown photo product of retinal was isolated in a pure state and was characterized unambiguously. Thus, direct irradiation of all-(E)-retinal (I) and of all-(E)-β-ionylidenecrotonaldehyde (II) in acetonitrile solution gave the corresponding 6e-electrocyclized photoproducts, (III) and (IV), both via the possible 7-(Z)-isomer intermediates of the parent conjugated poly enals. Unlike the lower members in the retinal series, it was also con firmed that sigmatropic rearrangement or photo-Diels-Alder reaction hardly proceeds in these higher members of the series mentioned above.
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