Enantiospecific Generation and Trapping Reactions of Aryne Atropisomers.
| Autor: | Wei YL; Aix Marseille Univ, CNRS, Centrale Marseille, ISM2, 13397 Marseille, France., Dauvergne G; Aix Marseille Univ, CNRS, Centrale Marseille, ISM2, 13397 Marseille, France., Rodriguez J; Aix Marseille Univ, CNRS, Centrale Marseille, ISM2, 13397 Marseille, France., Coquerel Y; Aix Marseille Univ, CNRS, Centrale Marseille, ISM2, 13397 Marseille, France. |
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| Jazyk: | angličtina |
| Zdroj: | Journal of the American Chemical Society [J Am Chem Soc] 2020 Oct 07; Vol. 142 (40), pp. 16921-16925. Date of Electronic Publication: 2020 Sep 28. |
| DOI: | 10.1021/jacs.0c08218 |
| Abstrakt: | 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. |
| Databáze: | MEDLINE |
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