Amidoacetone enolate anions: alkylation and Michael reaction

Thomas R. Hoye, Steven R. Duff, Rita S. King

Research output: Contribution to journalArticlepeer-review

14 Scopus citations


The lithium enolate derived from benzamidoacetone (1) can be regiospecifically alkylated at C(1) and stereospecifically added in conjugate fashion to cyclohexenone without resorting to protection of the free NH. Comparison is made with alkylations of methyl hippurate.

Original languageEnglish (US)
Pages (from-to)3433-3436
Number of pages4
JournalTetrahedron Letters
Issue number29
StatePublished - 1985

Bibliographical note

Funding Information:
This investigation was supported by PHS Grant No. 24056 awarded by the National Cancer Institute.


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