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Benzyne-mediated trichloromethylation of chiral oxazolines.

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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… Click to show full 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.

Keywords: trichloromethylation chiral; mediated trichloromethylation; chiral oxazolines; benzyne mediated

Journal Title: Chemical communications
Year Published: 2019

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