Literature DB >> 15311955

Theory of asymmetric organocatalysis of Aldol and related reactions: rationalizations and predictions.

Christophe Allemann1, Ruth Gordillo, Fernando R Clemente, Paul Ha-Yeon Cheong, K N Houk.   

Abstract

Computational studies have led to models to understand some classic and contemporary asymmetric reactions involving organocatalysts. The Hajos-Parrish-Eder-Sauer-Wiechert reaction and intermolecular aldol reactions as well as Mannich reactions and oxyaminations catalyzed by proline and other amino acids, and Diels-Alder reactions catalyzed by MacMillan's chiral amine organocatalysts have been studied with density functional theory. Quantitative predictions for several new catalysts and reactions are provided.

Entities:  

Year:  2004        PMID： 15311955     DOI： 10.1021/ar0300524

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN： 0001-4842            Impact factor:   22.384


  31 in total

Review 1.  The direct catalytic asymmetric aldol reaction.

Authors:  Barry M Trost; Cheyenne S Brindle
Journal:  Chem Soc Rev       Date:  2010-02-17       Impact factor: 54.564

2.  A green chemistry approach to asymmetric catalysis: solvent-free and highly concentrated reactions.

Authors:  Patrick J Walsh; Hongmei Li; Cecilia Anaya de Parrodi
Journal:  Chem Rev       Date:  2007-05-27       Impact factor: 60.622

3.  Origins of stereoselectivity in Diels-Alder cycloadditions catalyzed by chiral imidazolidinones.

Authors:  Ruth Gordillo; K N Houk
Journal:  J Am Chem Soc       Date:  2006-03-22       Impact factor: 15.419

4.  DFT study of the dual catalytic role of L-proline in the aldol reaction and the effect of water on it.

Authors:  Yasaman Nobakht; Nematollah Arshadi
Journal:  J Mol Model       Date:  2018-11-06       Impact factor: 1.810

Review 5.  The Cation-π Interaction in Small-Molecule Catalysis.

Authors:  C Rose Kennedy; Song Lin; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-22       Impact factor: 15.336

6.  A multi-component domino reaction for the direct access to polyfunctionalized indoles via intermolecular allylic esterification and indolation.

Authors:  Bo Jiang; Mian-Shuai Yi; Feng Shi; Shu-Jiang Tu; Suresh Pindi; Patrick McDowell; Guigen Li
Journal:  Chem Commun (Camb)       Date:  2011-10-31       Impact factor: 6.222

7.  Mechanism of amido-thiourea catalyzed enantioselective imine hydrocyanation: transition state stabilization via multiple non-covalent interactions.

Authors:  Stephan J Zuend; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2009-10-28       Impact factor: 15.419

8.  Asymmetric synthesis of 1H-pyrrol-3(2H)-ones from 2,3-diketoesters by combination of aldol condensation with benzilic acid rearrangement.

Authors:  Qiang Sha; Hadi Arman; Michael P Doyle
Journal:  Chem Commun (Camb)       Date:  2016-01-04       Impact factor: 6.222

9.  Synthesis of Prolinal Dithioacetals as Catalysts for the Highly Stereoselective Michael Addition of Ketones and Aldehydes to beta-Nitrostyrenes.

Authors:  Tanmay Mandal; Cong-Gui Zhao
Journal:  Tetrahedron Lett       Date:  2007       Impact factor: 2.415

10.  Pipecolic acid-catalyzed direct asymmetric mannich reactions.

Authors:  Paul Ha-Yeon Cheong; Haile Zhang; Rajee Thayumanavan; Fujie Tanaka; K N Houk; Carlos F Barbas
Journal:  Org Lett       Date:  2006-03-02       Impact factor: 6.005
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