Synlett 1998; 1998(9): 967-968
DOI: 10.1055/s-1998-1838
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

SmI2-Mediated Reduction of α-Functionalised Amides: Highly Enantiospecific Access to an Atropisomeric Amide

Adam D. Hughes* , Nigel S. Simpkins
  • *Department of Chemistry, The University of Nottingham, University Park, Nottingham, NG7 2RD, UK; Fax (01 15)9 51 35 64; E-mail: Nigel.Simpkins@Nottingham.ac.uk
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
31.Dezember 2000 (online)

SmI2 or SmI2-LiCl mixtures can be used to reduce α-functionalised amides in yields of up to 85% depending upon the amide structure. The method has been applied to the synthesis of an atropisomeric anilide system in highly enantioenriched form, starting with (S)-O-acetyl lactic acid.