Amidoacetone enolate anions: alkylation and Michael reaction

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

doi:10.1016/S0040-4039(00)98657-X

Amidoacetone enolate anions: alkylation and Michael reaction

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

Chemistry (Twin Cities)

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Abstract

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 language	English (US)
Pages (from-to)	3433-3436
Number of pages	4
Journal	Tetrahedron Letters
Volume	26
Issue number	29
DOIs	https://doi.org/10.1016/S0040-4039(00)98657-X
State	Published - 1985

Bibliographical note

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

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title = "Amidoacetone enolate anions: alkylation and Michael reaction",

abstract = "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.",

author = "Hoye, {Thomas R.} and Duff, {Steven R.} and King, {Rita S.}",

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

year = "1985",

doi = "10.1016/S0040-4039(00)98657-X",

language = "English (US)",

volume = "26",

pages = "3433--3436",

journal = "Tetrahedron Letters",

issn = "0040-4039",

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number = "29",

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TY - JOUR

T1 - Amidoacetone enolate anions

T2 - alkylation and Michael reaction

AU - Hoye, Thomas R.

AU - Duff, Steven R.

AU - King, Rita S.

N1 - Funding Information: This investigation was supported by PHS Grant No. 24056 awarded by the National Cancer Institute.

PY - 1985

Y1 - 1985

N2 - 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.

AB - 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.

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U2 - 10.1016/S0040-4039(00)98657-X

DO - 10.1016/S0040-4039(00)98657-X

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 29

ER -

Amidoacetone enolate anions: alkylation and Michael reaction

Abstract

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