Literature DB >> 16866505

Design of chiral N-triflyl phosphoramide as a strong chiral Brønsted acid and its application to asymmetric Diels-Alder reaction.

Daisuke Nakashima1, Hisashi Yamamoto.   

Abstract

A highly reactive and acidic chiral Brønsted acid catalyst, chiral N-triflyl phosphoramide, was developed. Highly enantioselective Diels-Alder reaction of alpha,beta-unsaturated ketone with silyloxydiene was demonstrated using this chiral Brønsted acid catalyst.

Entities:  

Year:  2006        PMID： 16866505     DOI： 10.1021/ja062508t

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  44 in total

1.  Catalytic enantioselective hetero-Diels-Alder reactions of an azo compound.

Authors:  Masanori Kawasaki; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2006-12-27       Impact factor: 15.419

2.  Asymmetric Synthesis of Griffipavixanthone Employing a Chiral Phosphoric Acid-Catalyzed Cycloaddition.

Authors:  Michael J Smith; Kyle D Reichl; Randolph A Escobar; Thomas J Heavey; David F Coker; Scott E Schaus; John A Porco
Journal:  J Am Chem Soc       Date:  2018-12-26       Impact factor: 15.419

3.  Asymmetric spiroacetalization catalysed by confined Brønsted acids.

Authors:  Ilija Čorić; Benjamin List
Journal:  Nature       Date:  2012-03-14       Impact factor: 49.962

4.  Chiral sulfinamidourea and strong Brønsted acid-cocatalyzed enantioselective Povarov reaction to access tetrahydroquinolines.

Authors:  Hao Xu; Hu Zhang; Eric N Jacobsen
Journal:  Nat Protoc       Date:  2014-07-10       Impact factor: 13.491

5.  Development of a new Lewis base-tolerant chiral LBA and its application to catalytic asymmetric protonation reaction.

Authors:  Cheol Hong Cheon; Tatsushi Imahori; Hisashi Yamamoto
Journal:  Chem Commun (Camb)       Date:  2010-08-23       Impact factor: 6.222

6.  Development and mechanism of an enantioselective bromocycloetherification reaction via Lewis base/chiral Brønsted acid cooperative catalysis.

Authors:  Scott E Denmark; Matthew T Burk
Journal:  Chirality       Date:  2013-11-07       Impact factor: 2.437

7.  A Brønsted acid catalyst for the enantioselective protonation reaction.

Authors:  Cheol Hong Cheon; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2008-06-27       Impact factor: 15.419

8.  Diastereoselective and enantioselective synthesis of tertiary alpha-hydroxy phosphonates through hydrogen-bond catalysis.

Authors:  Vijaya Bhasker Gondi; Koji Hagihara; Viresh H Rawal
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

9.  Stereocontrolled cyanohydrin ether synthesis through chiral Brønsted acid-mediated vinyl ether hydrocyanation.

Authors:  Chunliang Lu; Xiaoge Su; Paul E Floreancig
Journal:  J Org Chem       Date:  2013-09-04       Impact factor: 4.354

10.  Bimolecular Coupling Reactions through Oxidatively Generated Aromatic Cations: Scope and Stereocontrol.

Authors:  Yubo Cui; Louis A Villafane; Dane J Clausen; Paul E Floreancig
Journal:  Tetrahedron       Date:  2013-09-09       Impact factor: 2.457
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