4.7 Article

One-pot asymmetric synthesis of either diastereomer of tert-butanesulfinyl-protected amines from ketones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 2, Pages 626-629

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0616512

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[GRAPHIC] 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.

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