Enantiospecific Generation and Trapping Reactions of Aryne Atropisomers | Zendy

YunLong Wei | Zendy; Guillaume Dauvergne | Zendy; Jean Rodriguez | Zendy; Yoann Coquerel | Zendy

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Enantiospecific Generation and Trapping Reactions of Aryne Atropisomers

Author(s) -

YunLong Wei,

Guillaume Dauvergne,

Jean Rodriguez,

Yoann Coquerel

Publication year - 2020

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/jacs.0c08218

Subject(s) - aryne , atropisomer , stereocenter , chemistry , vicinal , anthracene , cycloaddition , stereochemistry , organic chemistry , enantioselective synthesis , catalysis

Enantioenriched aryne atropisomers having a biaryl stereogenic axis vicinal to the reactive triple bond are demonstrated to exist. These reaction intermediates are easily produced in situ and can undergo the standard aryne cycloaddition chemistry in an enantiospecific manner. Notably, the aryne atropisomers herein have allowed the practical syntheses of a small nanographene as well as some triptycene and anthracene derivatives that embed stereogenic axes of controlled absolute configurations.

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