The Mechanism of Organocuprate 1,4-Addition Reactions with .alpha.,.beta.-Unsaturated Ketones: Formation of Cuprate-Enone Complexes with Lithium Dimethylcuprate

A. Samuel Vellekoop; Robin A. J. Smith

doi:10.1021/ja00086a023

The Mechanism of Organocuprate 1,4-Addition Reactions with .alpha.,.beta.-Unsaturated Ketones: Formation of Cuprate-Enone Complexes with Lithium Dimethylcuprate

Journal of the American Chemical Society ◽

10.1021/ja00086a023 ◽

1994 ◽

Vol 116 (7) ◽

pp. 2902-2913 ◽

Cited By ~ 27

Author(s):

A. Samuel Vellekoop ◽

Robin A. J. Smith

Keyword(s):

Addition Reactions ◽

Unsaturated Ketones ◽

Alpha Beta

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ChemInform Abstract: ORGANOMETALLIC REAGENTS IN ORGANIC SYNTHESIS PART 1, MECHANISTIC ASPECTS OF THE CONJUGATE ADDITION REACTIONS OF ORGANOCOPPER REAGENTS TO ALPHA,BETA UNSATURATED KETONES

Chemischer Informationsdienst ◽

10.1002/chin.197516439 ◽

1975 ◽

Vol 6 (16) ◽

pp. no-no

Author(s):

D. J. HANNAH ◽

R. A. J. SMITH

Keyword(s):

Organic Synthesis ◽

Conjugate Addition ◽

Addition Reactions ◽

Organometallic Reagents ◽

Unsaturated Ketones ◽

Alpha Beta

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Conjugate addition reactions of .alpha.,.beta.-unsaturated ketones with higher order, mixed organocuprate reagents, R2Cu(CN)Li2

The Journal of Organic Chemistry ◽

10.1021/jo00195a010 ◽

1984 ◽

Vol 49 (21) ◽

pp. 3938-3942 ◽

Cited By ~ 64

Author(s):

Bruce H. Lipshutz ◽

Robert S. Wilhelm ◽

Joseph A. Kozlowski

Keyword(s):

Conjugate Addition ◽

Higher Order ◽

Addition Reactions ◽

Unsaturated Ketones ◽

Alpha Beta ◽

Organocuprate Reagents

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Base-catalyzed intermolecular condensation of .alpha.,.beta.-unsaturated ketones. Condensation of benzaldehyde with 2-butanone to diketones 3,5-diphenyl-2-methyl-4-propionylcyclohexan-1-one and 4-(2-benzalpropionyl)-3,5-diphenyl-2-methylcyclohexan-1-one

The Journal of Organic Chemistry ◽

10.1021/jo01286a028 ◽

1967 ◽

Vol 32 (11) ◽

pp. 3407-3411 ◽

Cited By ~ 5

Author(s):

Arnold T. Nielsen ◽

Henry Dubin ◽

Kerry Hise

Keyword(s):

Unsaturated Ketones ◽

Alpha Beta

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Tandem conjugate addition. Aldol reactions employing 9-(phenylseleno)-9-borabicyclononane: a novel method for effecting formal aldol condensations at the .alpha.-carbon of .alpha.,.beta.-unsaturated ketones

The Journal of Organic Chemistry ◽

10.1021/jo00205a048 ◽

1985 ◽

Vol 50 (5) ◽

pp. 730-732 ◽

Cited By ~ 30

Author(s):

William R. Leonard ◽

Tom Livinghouse

Keyword(s):

Conjugate Addition ◽

Aldol Reactions ◽

Unsaturated Ketones ◽

Novel Method ◽

Alpha Beta ◽

Alpha Carbon

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Mechanism of photochemical alcohol addition to .alpha.,.beta.-unsaturated ketones

Journal of the American Chemical Society ◽

10.1021/ja00991a078 ◽

1967 ◽

Vol 89 (15) ◽

pp. 3949-3950 ◽

Cited By ~ 17

Author(s):

B. J. Ramey ◽

Pete D. Gardner

Keyword(s):

Unsaturated Ketones ◽

Alpha Beta

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Nickel-catalyzed conjugate addition of alkynyl groups to .alpha.,.beta.-unsaturated ketones

The Journal of Organic Chemistry ◽

10.1021/jo01303a024 ◽

1980 ◽

Vol 45 (15) ◽

pp. 3053-3061 ◽

Cited By ~ 81

Author(s):

Jeffrey Schwartz ◽

Denise B. Carr ◽

Robert T. Hansen ◽

Fabian M. Dayrit

Keyword(s):

Conjugate Addition ◽

Unsaturated Ketones ◽

Alpha Beta

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Phosphinite- and phosphite-based type I palladacycles as highly active catalysts for addition reactions of arylboronic acids with aldehydes, α,β-unsaturated ketones, α-ketoesters, and aldimines

Tetrahedron Letters ◽

10.1016/j.tetlet.2007.05.119 ◽

2007 ◽

Vol 48 (30) ◽

pp. 5283-5288 ◽

Cited By ~ 68

Author(s):

Ping He ◽

Yong Lu ◽

Qiao-Sheng Hu

Keyword(s):

Addition Reactions ◽

Type I ◽

Unsaturated Ketones ◽

Arylboronic Acids ◽

Highly Active

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Highly enantioselective aza-Michael addition reactions of 4-nitrophthalimide with α,β-unsaturated ketones

RSC Advances ◽

10.1039/c3ra41179f ◽

2013 ◽

Vol 3 (29) ◽

pp. 11498 ◽

Cited By ~ 7

Author(s):

Shijun Ma ◽

Lulu Wu ◽

Ming Liu ◽

Xiufang Xu ◽

Yaodong Huang ◽

...

Keyword(s):

Michael Addition ◽

Addition Reactions ◽

Unsaturated Ketones

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Acid-catalyzed and base-catalyzed hydration of .beta.-oxy-.alpha.,.beta.-unsaturated ketones

Journal of the American Chemical Society ◽

10.1021/ja00790a029 ◽

1973 ◽

Vol 95 (9) ◽

pp. 2905-2911 ◽

Cited By ~ 14

Author(s):

L. R. Fedor ◽

N. C. De ◽

S. K. Gurwara

Keyword(s):

Unsaturated Ketones ◽

Acid Catalyzed ◽

Alpha Beta

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Stereochemistry and mechanism of the reaction of LiCuMe2 with .beta.-cyclopropyl .alpha.,.beta.-unsaturated ketones

Journal of the American Chemical Society ◽

10.1021/ja00509a033 ◽

1979 ◽

Vol 101 (15) ◽

pp. 4236-4244 ◽

Cited By ~ 42

Author(s):

Charles P. Casey ◽

Mark C. Cesa

Keyword(s):

Unsaturated Ketones ◽

Alpha Beta ◽

Mechanism Of The Reaction

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