Literature DB >> 29058009

Enantioselective syntheses of atropisomers featuring a five-membered ring.

Damien Bonne1, Jean Rodriguez.   

Abstract

Atropisomerism is a fundamental property of molecules featuring a hindered rotation around a chemical bond. If six-membered ring biaryl or heterobiaryl atropisomers are the most popular ones, the focus of this feature article will be put on less common and more challenging five-membered ring containing atropisomers displaying either a stereogenic C-N or C-C bond. After an historical background, a description of the latest flourishing enantioselective strategies for the construction of this attractive family of atropisomers will be presented.

Year:  2017        PMID: 29058009     DOI: 10.1039/c7cc06863h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  6 in total

1.  Conversion of two stereocenters to one or two chiral axes: atroposelective synthesis of 2,3-diarylbenzoindoles.

Authors:  Yu-Long Hu; Zhe Wang; Hui Yang; Jie Chen; Zi-Bo Wu; Yibo Lei; Ling Zhou
Journal:  Chem Sci       Date:  2019-05-20       Impact factor: 9.825

2.  Thioether-enabled palladium-catalyzed atroposelective C-H olefination for N-C and C-C axial chirality.

Authors:  Yanjun Li; Yan-Cheng Liou; Xinran Chen; Lutz Ackermann
Journal:  Chem Sci       Date:  2022-03-10       Impact factor: 9.825

3.  Establishment of atropisomerism in 3-indolyl furanoids: a synthetic, experimental and theoretical perspective.

Authors:  Sourav Chatterjee; Pinaki Bhattacharjee; Glenn L Butterfoss; Anushree Achari; Parasuraman Jaisankar
Journal:  RSC Adv       Date:  2019-07-18       Impact factor: 4.036

Review 4.  Asymmetric Synthesis of Axially Chiral C-N Atropisomers.

Authors:  Patricia Rodríguez-Salamanca; Rosario Fernández; Valentín Hornillos; José M Lassaletta
Journal:  Chemistry       Date:  2022-03-25       Impact factor: 5.020

5.  Bidirectional enantioselective synthesis of bis-benzofuran atropisomeric oligoarenes featuring two distal C-C stereogenic axes.

Authors:  Xiaoze Bao; Jean Rodriguez; Damien Bonne
Journal:  Chem Sci       Date:  2019-11-20       Impact factor: 9.825

6.  Asymmetric synthesis of N-N axially chiral compounds via organocatalytic atroposelective N-acylation.

Authors:  Wei Lin; Qun Zhao; Yao Li; Ming Pan; Chen Yang; Guo-Hui Yang; Xin Li
Journal:  Chem Sci       Date:  2021-11-24       Impact factor: 9.825

  6 in total

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