Literature DB >> 20704398

Brønsted acid catalyzed asymmetric aldol reaction: a complementary approach to enamine catalysis.

Guillaume Pousse1, Fabien Le Cavelier, Luke Humphreys, Jacques Rouden, Jérôme Blanchet.   

Abstract

A syn-enantioselective aldol reaction has been developed using Brønsted acid catalysis based on H(8)-BINOL-derived phosphoric acids. This method affords an efficient synthesis of various beta-hydroxy ketones, some of which could not be synthesized using enamine organocatalysis.

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Year:  2010        PMID： 20704398     DOI： 10.1021/ol101176j

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  6 in total

1.  Quinidine thiourea-catalyzed aldol reaction of unactivated ketones: highly enantioselective synthesis of 3-alkyl-3-hydroxyindolin-2-ones.

Authors:  Qunsheng Guo; Mayur Bhanushali; Cong-Gui Zhao
Journal:  Angew Chem Int Ed Engl       Date:  2010-12-03       Impact factor: 15.336

2.  Developing novel organocatalyzed aldol reactions for the enantioselective synthesis of biologically active molecules.

Authors:  Mayur Bhanushali; Cong-Gui Zhao
Journal:  Synthesis (Stuttg)       Date:  2011-06       Impact factor: 3.157

3.  Direct asymmetric amination of α-branched cyclic ketones catalyzed by a chiral phosphoric acid.

Authors:  Xiaoyu Yang; F Dean Toste
Journal:  J Am Chem Soc       Date:  2015-02-26       Impact factor: 15.419

4.  Catalytic Asymmetric Reactions of 4-Substituted Indoles with Nitroethene: A Direct Entry to Ergot Alkaloid Structures.

Authors:  Simone Romanini; Emilio Galletti; Lorenzo Caruana; Andrea Mazzanti; Fahmi Himo; Stefano Santoro; Mariafrancesca Fochi; Luca Bernardi
Journal:  Chemistry       Date:  2015-10-21       Impact factor: 5.236

5.  Enantioselective synthesis of bicyclo[3.n.1]alkanes by chiral phosphoric acid-catalyzed desymmetrizing Michael cyclizations.

Authors:  Alan R Burns; Amaël G E Madec; Darryl W Low; Iain D Roy; Hon Wai Lam
Journal:  Chem Sci       Date:  2015-04-30       Impact factor: 9.825

6.  Asymmetric construction of acyclic quaternary stereocenters via direct enantioselective additions of α-alkynyl ketones to allenamides.

Authors:  Jiawen Wang; Faqian He; Xiaoyu Yang
Journal:  Nat Commun       Date:  2021-11-18       Impact factor: 14.919
  6 in total

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