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Issue 14, 2019
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Benzyne-mediated trichloromethylation of chiral oxazolines

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Abstract

A three-component reaction between benzyne, oxazolines and chloroform was developed for the synthesis of trichloromethylated chiral oxazolidines. Benzyne not only serves as an electrophile towards oxazolines but also acts as a base for the deprotonation of chloroform. The dual functions of benzyne enable the trichloromethylation of chiral oxazolines and thus construct chiral N,O-quaternary stereocenters.

Graphical abstract: Benzyne-mediated trichloromethylation of chiral oxazolines

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Publication details

The article was received on 22 Jan 2019, accepted on 22 Jan 2019 and first published on 23 Jan 2019


Article type: Communication
DOI: 10.1039/C9CC00557A
Chem. Commun., 2019,55, 2070-2073

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    Benzyne-mediated trichloromethylation of chiral oxazolines

    X. Huang, W. Zhao, D. Chen, Y. Zhan, T. Zeng, H. Jin and B. Peng, Chem. Commun., 2019, 55, 2070
    DOI: 10.1039/C9CC00557A

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