Tetrahedron Letters

Synthesis of an elaborated heliquinomycin isocoumarin moiety

TP Thrash, TD Welton, V Behar

Index: Thrash, Thomas P.; Welton, Thomas D.; Behar, Victor Tetrahedron Letters, 2000 , vol. 41, # 1 p. 29 - 31

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Citation Number: 25

Abstract

Synthesis of a fully functionalized isocoumarin moiety 2 of DNA helicase inhibitor heliquinomycin (1) is reported. The key step is a modified condensation reaction of diethyl bromomalonate with readily accessible phthalaldehydic acid derivative 3. Introduction of an allyl side chain is accomplished by Claisen rearrangement of allyl phenyl ether 8.