Stereoselective Oxidative Cyclization of N-Allyl Benzamides to Oxazolines

29 April 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

This manuscript describes a highly enantioselective oxidative cyclization of N-Allyl Benzamides and derivatives thereof. This method uses a chiral triazole-based iodine catalyst to generate a hypervalent iodine compound in situ as the active catalytic species. Besides oxazolines, other N-heterocylces such as thiazolines, imidazolines as well as oxanines can be generated in high optical purities.

Keywords

hypervalent iodide
oxazoline
Stereoselective cyclization
N-heterocycles
oxidation catalysis

Supplementary materials

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Oxazolines ChemRXIV ESI2
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