Literature DB >> 21678531

Modulating the acidity: highly acidic Brønsted acids in asymmetric catalysis.

Magnus Rueping1, Boris J Nachtsheim, Winai Ieawsuwan, Iuliana Atodiresei.   

Abstract

Recently, chiral highly acidic Brønsted acids have emerged as powerful catalysts for enantioselective C-C and C-X bond-forming reactions. Their strong acidity renders them valuable tools for the activation of imines, carbonyl compounds, and other weakly basic substrates. As a result, new perspectives are opened and highly stereoselective transformations based on the concept of chiral contact-ion-pair catalysis can be realized. This Minireview gives an overview of the design and application of these new organocatalysts and presents recent results in this rapidly growing field.
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2011        PMID： 21678531     DOI： 10.1002/anie.201100169

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  18 in total

1.  Squalene hopene cyclases are protonases for stereoselective Brønsted acid catalysis.

Authors:  Stephan C Hammer; Antonija Marjanovic; Jörg M Dominicus; Bettina M Nestl; Bernhard Hauer
Journal:  Nat Chem Biol       Date:  2014-12-15       Impact factor: 15.040

Review 2.  The ever-expanding role of asymmetric covalent organocatalysis in scalable, natural product synthesis.

Authors:  Mikail E Abbasov; Daniel Romo
Journal:  Nat Prod Rep       Date:  2014-10       Impact factor: 13.423

3.  Catalytic Ring Expansions of Cyclic Alcohols Enabled by Proton-Coupled Electron Transfer.

Authors:  Kuo Zhao; Kenji Yamashita; Joseph E Carpenter; Trevor C Sherwood; William R Ewing; Peter T W Cheng; Robert R Knowles
Journal:  J Am Chem Soc       Date:  2019-05-23       Impact factor: 15.419

4.  Catalytic, Enantioselective Synthesis of Cyclic Carbamates from Dialkyl Amines by CO2-Capture: Discovery, Development, and Mechanism.

Authors:  Roozbeh Yousefi; Thomas J Struble; Jenna L Payne; Mahesh Vishe; Nathan D Schley; Jeffrey N Johnston
Journal:  J Am Chem Soc       Date:  2018-12-24       Impact factor: 15.419

5.  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

6.  A dual Lewis base activation strategy for enantioselective carbene-catalyzed annulations.

Authors:  Javier Izquierdo; Ane Orue; Karl A Scheidt
Journal:  J Am Chem Soc       Date:  2013-07-11       Impact factor: 15.419

7.  Intermolecular Anti-Markovnikov Hydroamination of Unactivated Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer.

Authors:  Qilei Zhu; David E Graff; Robert R Knowles
Journal:  J Am Chem Soc       Date:  2018-01-04       Impact factor: 15.419

8.  Chiral Brønsted acid catalyzed enantioselective synthesis of anti-homopropargyl alcohols via kinetic resolution-aldehyde allenylboration using racemic allenylboronates.

Authors:  Andy S Tsai; Ming Chen; William R Roush
Journal:  Org Lett       Date:  2013-03-13       Impact factor: 6.005

9.  Catalytic Alkene Cyclization Reactions for the Stereoselective Synthesis of Complex "Terpenoid-like" Heterocycles.

Authors:  Jared T Moore; Cristian Soldi; James C Fettinger; Jared T Shaw
Journal:  Chem Sci       Date:  2012-10-25       Impact factor: 9.825

10.  Rate-Driving Force Relationships in the Multisite Proton-Coupled Electron Transfer Activation of Ketones.

Authors:  Guanqi Qiu; Robert R Knowles
Journal:  J Am Chem Soc       Date:  2019-02-01       Impact factor: 15.419
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