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Enantioselective α-arylation of N-acyloxazolidinones with copper(II)-bisoxazoline catalysts and diaryliodonium salts.

Journal of the American Chemical Society (2011-08-19)
Aurélien Bigot, Alice E Williamson, Matthew J Gaunt
RESUMEN

A new strategy for the catalytic enantioselective α-arylation of N-acyloxazolidinones with chiral copper(II)-bisoxazoline complexes and diaryliodonium salts is described. The mild catalytic conditions are operationally simple, produce valuable synthetic building blocks in excellent yields and enantioselectivities, and can be applied to the synthesis of important nonsteroidal anti-inflammatory agents and their analogues.

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Sigma-Aldrich
Diphenyliodonium hexafluorophosphate, ≥98%
Sigma-Aldrich
Diphenyliodonium chloride, ≥98.0% (AT)
Sigma-Aldrich
Diphenyliodonium nitrate