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  • Absolute configuration of lactams and oxazolidinones using kinetic resolution catalysts.

Absolute configuration of lactams and oxazolidinones using kinetic resolution catalysts.

Organic letters (2013-01-18)
Matthew A Perry, Jonathan V Trinidad, Scott D Rychnovsky
ABSTRACT

A simple method for determining the absolute configuration of oxazolidinones, lactams, and their derivatives using kinetic resolution catalysts is described. The optically pure substrates were acylated using the (S)-HBTM and the (R)-HBTM catalyst, and the faster reaction was determined. An empirical mnemonic was developed for the assignment of the absolute configuration based on the fast-reacting catalyst.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
(2R)-2-Phenyl-3,4-dihydro-2H-pyrimido[2,1-b][1,3]benzothiazole, ≥95%