Literature DB >> 27346363

Construction of Chiral Tri- and Tetra-Arylmethanes Bearing Quaternary Carbon Centers: Copper-Catalyzed Enantioselective Propargylation of Indoles with Propargylic Esters.

Kouhei Tsuchida1, Yasushi Senda1, Kazunari Nakajima1, Yoshiaki Nishibayashi2.   

Abstract

Copper-catalyzed enantioselective propargylation of indoles with propargylic esters and sequential Huisgen cycloaddition with azides lead to the construction of chiral triarylmethanes, bearing a quaternary carbon center, with high to excellent enantioselectivities. The result described herein can be used in the enantioselective preparation of a tetraarylmethane.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkynes; copper; cycloadditions; enantioselectivity; synthetic methods

Year:  2016        PMID: 27346363     DOI: 10.1002/anie.201604182

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


  11 in total

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8.  Cross-dehydrogenative coupling enables enantioselective access to CF3-substituted all-carbon quaternary stereocenters.

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10.  Quaternary stereocentres via catalytic enantioconvergent nucleophilic substitution reactions of tertiary alkyl halides.

Authors:  Zhaobin Wang; Ze-Peng Yang; Gregory C Fu
Journal:  Nat Chem       Date:  2021-01-11       Impact factor: 24.427

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