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One-Pot Asymmetric Synthesis of Either Diastereomer of tert -Butanesulfinyl-protected Amines from Ketones

2006; American Chemical Society; Volume: 72; Issue: 2 Linguagem: Inglês

10.1021/jo0616512

1520-6904

Jessica Tanuwidjaja, Hillary M. Peltier, Jonathan A. Ellman,

Synthetic Organic Chemistry Methods

A one-pot method for the asymmetric synthesis of tert-butanesulfinyl-protected amines is described. Condensation of aryl alkyl and dialkyl ketones with tert-butanesulfinamide followed by in situ reduction with the appropriate reagent provides either diastereomer of the sulfinamide products in good yields and with diastereomeric ratios of up to 99:1.