Literature DB >> 28690345

N-Heterocyclic Carbene and Chiral Brønsted Acid Cooperative Catalysis for a Highly Enantioselective [4+2] Annulation.

Dian-Feng Chen1, Tomislav Rovis1.   

Abstract

A chiral NHC/Brønsted acid cooperative catalysis system has been developed for asymmetric annulation of functionalized benzaldehydes and activated ketones through dearomative generation of dienolate.

Entities:  

Keywords:  Brønsted acid; NHC; annulation; cooperative

Year:  2016        PMID: 28690345      PMCID: PMC5496987          DOI: 10.1055/s-0036-1588349

Source DB:  PubMed          Journal:  Synthesis (Stuttg)        ISSN: 0039-7881            Impact factor:   3.157


  42 in total

1.  N-heterocyclic carbene/Lewis acid strategy for the stereoselective synthesis of spirocyclic oxindole-dihydropyranones.

Authors:  Zhaoxin Xiao; Chenxia Yu; Tuanjie Li; Xiang-Shan Wang; Changsheng Yao
Journal:  Org Lett       Date:  2014-07-02       Impact factor: 6.005

2.  Metal and carbene organocatalytic relay activation of alkynes for stereoselective reactions.

Authors:  Kayambu Namitharan; Tingshun Zhu; Jiajia Cheng; Pengcheng Zheng; Xiangyang Li; Song Yang; Bao-An Song; Yonggui Robin Chi
Journal:  Nat Commun       Date:  2014-05-28       Impact factor: 14.919

3.  Organocatalytic iminium ion/carbene reaction cascade for the formation of optically active 2,4-disubstituted cyclopentenones.

Authors:  Christian Borch Jacobsen; Kim L Jensen; Jonas Udmark; Karl Anker Jørgensen
Journal:  Org Lett       Date:  2011-08-19       Impact factor: 6.005

4.  Catalytic asymmetric α-acylation of tertiary amines mediated by a dual catalysis mode: N-heterocyclic carbene and photoredox catalysis.

Authors:  Daniel A DiRocco; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2012-05-02       Impact factor: 15.419

5.  N-heterocyclic carbene and Brønsted acid cooperative catalysis: asymmetric synthesis of trans-γ-lactams.

Authors:  Xiaodan Zhao; Daniel A DiRocco; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2011-07-25       Impact factor: 15.419

6.  Chiral Brønsted acid-catalyzed direct Mannich reactions via electrophilic activation.

Authors:  Daisuke Uraguchi; Masahiro Terada
Journal:  J Am Chem Soc       Date:  2004-05-05       Impact factor: 15.419

7.  Annulation of o-Quinodimethanes through N-Heterocyclic Carbene Catalysis for the Synthesis of 1-Isochromanones.

Authors:  Daniel Janssen-Müller; Santanu Singha; Theresa Olyschläger; Constantin G Daniliuc; Frank Glorius
Journal:  Org Lett       Date:  2016-08-23       Impact factor: 6.005

8.  Asymmetric synthesis of functionalized cyclopentanones via a multicatalytic secondary amine/N-heterocyclic carbene catalyzed cascade sequence.

Authors:  Stephen P Lathrop; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2009-09-30       Impact factor: 15.419

9.  Insights into Stereoselective Aminomethylation Reaction of α,β-Unsaturated Aldehyde with N,O-Acetal via N-Heterocyclic Carbene and Brønsted Acid/Base Cooperative Organocatalysis.

Authors:  Yang Wang; Mingsheng Tang; Yanyan Wang; Donghui Wei
Journal:  J Org Chem       Date:  2016-06-14       Impact factor: 4.354

10.  Carbon-carbon bond activation of cyclobutenones enabled by the addition of chiral organocatalyst to ketone.

Authors:  Bao-Sheng Li; Yuhuang Wang; Zhichao Jin; Pengcheng Zheng; Rakesh Ganguly; Yonggui Robin Chi
Journal:  Nat Commun       Date:  2015-02-05       Impact factor: 14.919

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  3 in total

1.  Carbene-Catalyzed Enantioselective Decarboxylative Annulations to Access Dihydrobenzoxazinones and Quinolones.

Authors:  Ansoo Lee; Joshua L Zhu; Taisiia Feoktistova; Alexander C Brueckner; Paul H-Y Cheong; Karl A Scheidt
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-27       Impact factor: 15.336

2.  N-Heterocyclic Carbene Catalyzed Photoenolization/Diels-Alder Reaction of Acid Fluorides.

Authors:  Andreas Mavroskoufis; Keerthana Rajes; Paul Golz; Arush Agrawal; Vincent Ruß; Jan P Götze; Matthew N Hopkinson
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-09       Impact factor: 15.336

3.  Enantioselective N-heterocyclic carbene-catalyzed nucleophilic dearomatization of alkyl pyridiniums.

Authors:  Darrin M Flanigan; Tomislav Rovis
Journal:  Chem Sci       Date:  2017-08-03       Impact factor: 9.825

  3 in total

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