The Journal of Organic Chemistry

Synthesis of proposed chain-elongation intermediates of the monensin biosynthetic pathway

MH Block, DE Cane

Index: Block, Michael H.; Cane, David E. Journal of Organic Chemistry, 1988 , vol. 53, # 21 p. 4923 - 4928

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Citation Number: 17

Abstract

Results The racemic AP N-acetylcysteamine derivative 9, with two 13C labels spanning the acetate-propionate junction, was synthesized as shown in Scheme 11. In our initial approach, ethyl [2, 3-'3C2] acetoacetate (61, synthesized from [l-13C] acetyl chloride and monopotassium [2-13C] ethylmalonate, was methylated in 95% yield via the thallium enolate? Although the ester 7 could be readily hydrolyzed with aqueous alkali, the free ...