Synthetic Studies in the Fumagillin Series1

ST Young, JR Turner, DS Tarbell

Index: Young,S.T. et al. Journal of Organic Chemistry, 1963 , vol. 28, p. 928 - 932

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Citation Number: 12

Abstract

Synthetic approaches to the fumagillin structure have been explored. 2-Cyclohexyl-6- methy1-2-lieptene (C) has been prepared in two ways by the Wittig reaction, and also from cyclohexyl methyl ketone, vaa the Reformatsky reaction to@-cyclohexyl-pmethylacrylic acid (G); the acid chloride with diisobutylcadmium gives 2-cyclohexyl-6-methyl-2-hepten-4-one (K), and indirect reduction of the carbonyl group gives the olefin (C). The Diels-Alder ...