Mechanism and Origins of Stereoselectivity of the Aldol-Tishchenko Reaction of Sulfinimines

Aneta Turlik; Kaori Ando; Pamela Mackey; Emma Alcock; Mark Light; Gerard P. McGlacken; K. N. Houk

doi:10.1021/acs.joc.0c02862

Mechanism and Origins of Stereoselectivity of the Aldol-Tishchenko Reaction of Sulfinimines

The Journal of Organic Chemistry ◽

10.1021/acs.joc.0c02862 ◽

2021 ◽

Vol 86 (5) ◽

pp. 4296-4303

Author(s):

Aneta Turlik ◽

Kaori Ando ◽

Pamela Mackey ◽

Emma Alcock ◽

Mark Light ◽

...

Keyword(s):

Tishchenko Reaction

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Sodium organoaluminate containing bidentate pyrrolyl ligand: Synthesis, structure, and catalytic activity for the Tishchenko reaction

Journal of Organometallic Chemistry ◽

10.1016/j.jorganchem.2021.121882 ◽

2021 ◽

pp. 121882

Author(s):

Yu Liu ◽

Zhiqiang Guo ◽

Yakong Wang

Keyword(s):

Catalytic Activity ◽

Tishchenko Reaction ◽

Ligand Synthesis

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Samarium-Catalyzed Tandem Semipinacol Rearrangement/Tishchenko Reaction ofα-Hydroxy Epoxides: A Novel Approach to Highly Stereoselective Construction of 2-Quaternary 1,3-Diol Units

Angewandte Chemie ◽

10.1002/1521-3757(20011015)113:20<3995::aid-ange3995>3.0.co;2-d ◽

2001 ◽

Vol 113 (20) ◽

pp. 3995-3998 ◽

Cited By ~ 8

Author(s):

Chun-An Fan ◽

Bao-Min Wang ◽

Yong-Qiang Tu ◽

Zhen-Lei Song

Keyword(s):

Tishchenko Reaction ◽

Novel Approach ◽

Semipinacol Rearrangement

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ChemInform Abstract: Aldol-Tishchenko-Tishchenko Reaction: Sodium tert-Butoxide-Mediated One Step Formation of 1,3-Glycol Diester from Benzaldehyde and Isobutyrophenone.

ChemInform ◽

10.1002/chin.201330092 ◽

2013 ◽

Vol 44 (30) ◽

pp. no-no

Author(s):

Sudipto Bhowmick ◽

Kartick C. Bhowmick

Keyword(s):

Tishchenko Reaction ◽

One Step

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ChemInform Abstract: Efficient Preparation of 1,3-Diol Derivatives with Three Contiguous Stereocenters by an Enantioselective Direct Aldol-Tishchenko Reaction.

ChemInform ◽

10.1002/chin.201306046 ◽

2013 ◽

Vol 44 (6) ◽

pp. no-no

Author(s):

Tomonori Ichibakase ◽

Makoto Nakajima

Keyword(s):

Tishchenko Reaction

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ChemInform Abstract: Bulky Guanidinate Stabilized Homoleptic Magnesium, Calcium and Zinc Complexes and Their Catalytic Activity in the Tishchenko Reaction.

ChemInform ◽

10.1002/chin.201535093 ◽

2015 ◽

Vol 46 (35) ◽

pp. no-no

Author(s):

Milan Kr Barman ◽

Ashim Baishya ◽

Sharanappa Nembenna

Keyword(s):

Catalytic Activity ◽

Zinc Complexes ◽

Tishchenko Reaction

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Simple Syntheses, Structural Diversity, and Tishchenko Reaction Catalysis of Neutral Homoleptic Rare Earth(II orIII) 3,5-Di-tert-butylpyrazolates—The Structures of [Sc(tBu2pz)3], [Ln2(tBu2pz)6] (Ln=La, Nd, Yb, Lu), and [Eu4(tBu2pz)8]

Chemistry - A European Journal ◽

10.1002/1521-3765(20010105)7:1<127::aid-chem127>3.0.co;2-1 ◽

2001 ◽

Vol 7 (1) ◽

pp. 127-138 ◽

Cited By ~ 91

Author(s):

Glen B. Deacon ◽

Alex Gitlits ◽

Peter W. Roesky ◽

Markus R. Bürgstein ◽

Kevin C. Lim ◽

...

Keyword(s):

Rare Earth ◽

Structural Diversity ◽

Tishchenko Reaction

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Tunable Bromomagnesium Thiolate Tishchenko Reaction Catalysts: Intermolecular Aldehyde-Trifluoromethylketone Coupling

Angewandte Chemie ◽

10.1002/ange.200907167 ◽

2010 ◽

Vol 122 (17) ◽

pp. 3109-3112 ◽

Cited By ~ 21

Author(s):

Linda Cronin ◽

Francesco Manoni ◽

Cornelius J. O' Connor ◽

Stephen J. Connon

Keyword(s):

Tishchenko Reaction

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Tishchenko Reaction

Comprehensive Organic Name Reactions and Reagents ◽

10.1002/9780470638859.conrr624 ◽

2010 ◽

Keyword(s):

Tishchenko Reaction

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Using the Evans–Tishchenko Reaction

Category 3, Compounds with Four and Three Carbon Heteroatom Bonds ◽

10.1055/sos-sd-020-00696 ◽

2007 ◽

pp. 1

Author(s):

L. Yan ◽

S. Lin ◽

P. Liu

Keyword(s):

Tishchenko Reaction

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Using the Homo Aldol–Tishchenko Reaction

Category 3, Compounds with Four and Three Carbon Heteroatom Bonds ◽

10.1055/sos-sd-020-00694 ◽

2007 ◽

pp. 1

Author(s):

L. Yan ◽

S. Lin ◽

P. Liu

Keyword(s):

Tishchenko Reaction

Download Full-text