Literature DB >> 28194832

Synthesis of Enantiopure C3 -Symmetric Triangular Molecules.

Tomoya Miura1, Takayuki Nakamuro1, Scott G Stewart1,2, Yuuya Nagata1, Masahiro Murakami1.   

Abstract

An asymmetric synthesis of C3 -symmetric triangular macrocycles is reported. 1-Methylsulfonyl-4-(4-vinylphenyl)-1,2,3-triazole undergoes a rhodium(II)-catalyzed cyclotrimerization to establish an enantiopure C3 -symmetric triangular macrocycle motif. This method can be applied to the synthesis of an enantiopure hydrocarbon, which owes its chirality to asymmetric distribution of H/D atoms on the benzene rings.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C3-symmetry; asymmetric synthesis; cyclotrimerization; macrocycles; rhodium

Year:  2017        PMID: 28194832     DOI: 10.1002/anie.201612585

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


  4 in total

1.  Rhodium-catalyzed cascade reactions of triazoles with organoselenium compounds - a combined experimental and mechanistic study.

Authors:  Fang Li; Chao Pei; Rene M Koenigs
Journal:  Chem Sci       Date:  2021-03-24       Impact factor: 9.825

2.  Polycyclic Indoline-Benzodiazepines through Electrophilic Additions of α-Imino Carbenes to Tröger Bases.

Authors:  Alessandro Bosmani; Alejandro Guarnieri-Ibáñez; Sébastien Goudedranche; Céline Besnard; Jérôme Lacour
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-14       Impact factor: 15.336

3.  Rational synthesis of benzimidazole[3]arenes by CuII-catalyzed post-macrocyclization transformation.

Authors:  Shohei Tashiro; Tsutomu Umeki; Ryou Kubota; Mitsuhiko Shionoya
Journal:  Chem Sci       Date:  2018-09-05       Impact factor: 9.825

4.  Photochemical ring expansion reactions: synthesis of tetrahydrofuran derivatives and mechanism studies.

Authors:  Sripati Jana; Zhen Yang; Chao Pei; Xinfang Xu; Rene M Koenigs
Journal:  Chem Sci       Date:  2019-09-06       Impact factor: 9.825

  4 in total

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