The Journal of Organic Chemistry

Use of highly crosslinked polystyrene supports for acylation and alkylation of an ester enolate at room temperature

YH Chang, WT Ford

Index: Chang, Young H.; Ford, Warren T. Journal of Organic Chemistry, 1981 , vol. 46, p. 5364 - 5371

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Citation Number: 15

Abstract

The enolate of polystyrene-bound 3-phenylpropanoic ester is prepared with (triphenylmethy1) lithium in tetrahydrofuran at room temperature and is trapped with carboxylic acid chlorides and alkyl bromides. Gas chromatographic yields exceed 90%, and isolated yields are 73-87% with a partially esterified 10% divinylbenzene-cross-linked gel copolymer containing 0.67 mmol of ester/g of copolymer. Yields of p-nitrobenzoylation and ...