A total synthesis of dl-cerulenin

RK Boeckman Jr, EW Thomas

Index: Boeckman Jr.; Thomas Journal of the American Chemical Society, 1979 , vol. 101, # 4 p. 987 - 994

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Citation Number: 42

Abstract

Abstract: A general route to endocyclic a,@-epoxy-y-butyrolactones is described. The ol, P- epoxylactones are potential protein cross-linking agents based upon the spectrum of reactivity displayed with amines and thiolate anion. The epoxylactone 8 is prepared from I- bromo-2-butyne and serves as the key intermediate in a total synthesis of cerulenin (l), an important substance for the study of the enzyme systems involved in fatty acid ...