Journal of the Chemical Society, Perkin Transactions 1

Silyl enol ethers as new protecting groups for alkyl 4-halo-3-oxobutanoates; the preparation of pure (3-alkoxycarbonyl-2-oxopropyl) triphenylphosphonium salts

CM Moorhoff

Index: Moorhoff, Cornelis M. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 13 p. 1987 - 1995

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Citation Number: 8

Abstract

A new method has been developed for the preparation of pure (3-alkoxycarbonyl-2-oxopropyl )triphenylphosphonium salts 8. Alkyl 4-bromo-3-oxobutanoates and alkyl 4-chloro-3-oxobutanoates 7 are protected as the trimethylsilyl enol ethers prior to treatment of the resulting bromo(trimethylsilyl enol ether) esters 20c and 21c with triphenylphosphine in toluene and then addition of a little water to give pure (3-isopropoxycarbonyl-2-oxopropyl)triphenylphosphonium bromide 8c. ...