The Journal of Organic Chemistry

Regiospecific. alpha.-tropolone synthesis. A selective preparation of the isomeric thujaplicins

TL Macdonald

Index: Macdonald,T.L. Journal of Organic Chemistry, 1978 , vol. 43, # 18 p. 3621 - 3624

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Citation Number: 16

Abstract

The seven-membered, aromatic a-tropolone ring 2 occurs naturally in three biosynthetically distinct classes: lI2 in the essential oils of Cupressae (eg, a-thujaplicin), in mold metabolites of the Penicillium family (eg, stipitatonic acid) and in the Colchicum alkaloids (eg, colchicine). The unique character of these seven-membered carbocycles has attracted considerable synthetic, biogenetic, and theoretical attention3 since the structure ...