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SmI 2 -Mediated Reduction of α -Functionalised Amides: Highly Enantiospecific Access to an Atropisomeric Amide

1998; Thieme Medical Publishers (Germany); Volume: 1998; Issue: 9 Linguagem: Inglês

10.1055/s-1998-1838

1437-2096

Adam D. Hughes, Nigel S. Simpkins,

Synthetic Organic Chemistry Methods

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.