Pinacol-Type Rearrangement of 1-Methoxybicyclo [3.2. 2] nona-3, 6-dien-2-ols. An Efficient Route to Homobarrelenones

T Uyehara, Y Kawai, J Yamada, T Kato

Index: Uyehara, Tadao; Kawai, Yoshinori; Yamada, Jun-ichi; Kato, Tadahiro Chemistry Letters, 1987 , p. 137 - 140

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Citation Number: 3

Abstract

Pinacol-type rearrangement of 1-methoxybicyclo [3.2. 2] nona-3, 6-dien-2-ols proceeds preferentially to give bicyclo [3.2. 2] nona-6, 8-dien-2-ones by treating with TsOH in boiling benzene. This transformation is incorporable in a new synthesis of homobarrelenone and a large number of its derivatives starting from 1-methoxybicyclo [3.2. 2] nona-3, 6-dien-2-ones.