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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

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

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被引用次数: 61

摘要

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 ...