Säurekatalysierte Dienon??Phenol??Umlagerungen von Allylcyclohexadienonen; ladungsinduzierte und ladungskontrollierte sigmatropische Reaktionen

U Widmer, J Zsindely, HJ Hansen…

Index: Widmer,U. et al. Helvetica Chimica Acta, 1973 , vol. 56, p. 75 - 105

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Citation Number: 25

Abstract

Abstract The rearrangement of 10-allyl-2-oxo-Δ 1 (9), 3-hexahydronaphthalene (12) catalysed by trifluoroacetic acid and other Bronsted acids yielded almost exclusively the [3s, 3s]-products, 1-and 3-allyl-5, 6, 7, 8-tetrahydro-2-naphthol (16 and 15, respectively). The rearrangement of 12 with trifluoroacetic anhydride or acetic anhydride/sulfuric acid, yields, besides 15 and 16, appreciable amounts of the [1s, 2s]-rearrangement product, 4-allyl-5, 6 ...