Literature DB >> 28120354

Progress in Enantioselective Radical Cyclizations.

Hideto Miyabe1, Akira Kawashima1, Eito Yoshioka1, Shigeru Kohtani1.   

Abstract

The control of stereoselectivity in radical reactions is of great importance to organic synthesis. Hence, new concepts and strategies for controlling stereochemistry of radical reactions are emerging continuously. This Review highlights the recent remarkable progress in enantioselective radical cyclization reactions. Initially, the chiral Lewis acid-catalyzed method became a field of central importance for enantioselective radical cyclizations. In recent years, significant progress has been made in enantioselective organocatalysis. In contrast to intermolecular reactions, the successful examples for enantioselective radical cyclizations are still limited. In this Review, the radical cyclizations controlled by chiral Lewis acids, chiral metallic reagents, chiral imidazolidinone catalysts, chiral non-covalent organocatalysts, and chiral thiols are summarized.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Lewis acids; cyclizations; enantioselective reactions; organocatalysts; radical reactions

Year:  2017        PMID: 28120354     DOI: 10.1002/chem.201603124

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  10 in total

1.  Enantioselective cyclizations and cyclization cascades of samarium ketyl radicals.

Authors:  Nicolas Kern; Mateusz P Plesniak; Joseph J W McDouall; David J Procter
Journal:  Nat Chem       Date:  2017-08-07       Impact factor: 24.427

2.  Asymmetric Induction and Enantiodivergence in Catalytic Radical C-H Amination via Enantiodifferentiative H-Atom Abstraction and Stereoretentive Radical Substitution.

Authors:  Kai Lang; Sebastian Torker; Lukasz Wojtas; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2019-07-29       Impact factor: 15.419

3.  Asymmetric Radical Bicyclization of Allyl Azidoformates via Cobalt(II)-Based Metalloradical Catalysis.

Authors:  Huiling Jiang; Kai Lang; Hongjian Lu; Lukasz Wojtas; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2017-06-29       Impact factor: 15.419

4.  Enantioselective Radical Cyclization for Construction of 5-Membered Ring Structures by Metalloradical C-H Alkylation.

Authors:  Yong Wang; Xin Wen; Xin Cui; X Peter Zhang
Journal:  J Am Chem Soc       Date:  2018-04-03       Impact factor: 15.419

5.  Catalytic Radical Process for Enantioselective Amination of C(sp3 )-H Bonds.

Authors:  Chaoqun Li; Kai Lang; Hongjian Lu; Yang Hu; Xin Cui; Lukasz Wojtas; X Peter Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2018-11-16       Impact factor: 15.336

6.  Photo-Organocatalytic Enantioselective Radical Cascade Reactions of Unactivated Olefins.

Authors:  Pablo Bonilla; Yannick P Rey; Catherine M Holden; Paolo Melchiorre
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-31       Impact factor: 15.336

7.  Electrocatalytic synthesis of heterocycles from biomass-derived furfuryl alcohols.

Authors:  Xuan Liu; Bo Li; Guanqun Han; Xingwu Liu; Zhi Cao; De-En Jiang; Yujie Sun
Journal:  Nat Commun       Date:  2021-03-25       Impact factor: 14.919

8.  Diastereoselective Radical 1,4-Ester Migration: Radical Cyclizations of Acyclic Esters with SmI2.

Authors:  Charlotte Morrill; Áron Péter; Ilma Amalina; Emma Pye; Giacomo E M Crisenza; Nikolas Kaltsoyannis; David J Procter
Journal:  J Am Chem Soc       Date:  2022-07-20       Impact factor: 16.383

9.  Palladium-catalyzed asymmetric allylic 4-pyridinylation via electroreductive substitution reaction.

Authors:  Weijie Ding; Mengfan Li; Jinkun Fan; Xu Cheng
Journal:  Nat Commun       Date:  2022-09-26       Impact factor: 17.694

10.  Enantioselective radical process for synthesis of chiral indolines by metalloradical alkylation of diverse C(sp3)-H bonds.

Authors:  Xin Wen; Yong Wang; X Peter Zhang
Journal:  Chem Sci       Date:  2018-05-14       Impact factor: 9.825

  10 in total

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