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Absolute Configuration of Lactams and Oxazolidinones Using Kinetic Resolution Catalysts

2013; American Chemical Society; Volume: 15; Issue: 3 Linguagem: Inglês

10.1021/ol303239t

1523-7060

Matthew A. Perry, Jonathan V. Trinidad, Scott D. Rychnovsky,

Synthesis and Catalytic Reactions

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.