The Journal of Organic Chemistry

Acylation of ester enolates by N-methoxy-N-methylamides: an effective synthesis of. beta.-keto esters

JA Turner, WS Jacks

Index: Turner, James A.; Jacks, Wendy S. Journal of Organic Chemistry, 1989 , vol. 54, # 17 p. 4229 - 4231

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Citation Number: 61

Abstract

Acylation of ester enolates represents a straightforward method for preparation of@-keto esters. The approach is exemplified by the classic acetoacetic ester synthesis in which esters serve as both nucleophile (as an enolate) and acylating agent.'When the two ester fragments are different, and both contain a-hydrogens, the reaction (in fact, a series of equilibria) is complicated by the inability to control the nucleophilic and electrophilic ...

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