The kinetic resolution of oxazinones by alcoholysis: access to orthogonally protected β-amino acids.

Org Biomol Chem

School of Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, Dublin, Ireland.

Published: September 2021

The catalytic, alcoholytic kinetic resolution of oxazinones is reported. A novel, stereochemically dense cinchona alkaloid-based catalyst can facilitate the highly enantiodiscriminatory (S up to 101) ring-opening of oxazinones equipped with electrophilic aryl units to generate orthogonally protected β-amino acids for the first time.

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http://dx.doi.org/10.1039/d1ob01306hDOI Listing

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