Tetrahedron letters

Tandem reduction/intramolecular hydroxyalkylation of (3-hydroxyphenyl) alkanoates: a new regioselective approach to 1, 8-dihydroxytetralins

G Guanti, L Banfi, E Narisano, R Riva, S Thea

Index: Guanti, Giuseppe; Banfi, Luca; Narisano, Enrica; Riva, Renata; Thea, Sergio Tetrahedron Letters, 1992 , vol. 33, # 27 p. 3919 - 3922

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Citation Number: 5

Abstract

Abstract 4-(3-hydroxyphenyl)-butanoates 4, on treatment with DIBALH, followed by hydrolytic work-up, undergo a novel completely regioselective intramolecular hydroxyalkylation reaction to give 1, 8-dihydroxytetralins. The yield of the reaction depends heavily on the structure of starting material, best results being achieved with 3, 3- disubstituted butanoates.