ChemInform Abstract: Stereoselective Addition of Organoaluminum or Organomanganese Reagents to α-Formyl Amides or α-Methyl-Substituted β-Keto Amides.
Abstract
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ChemInform Abstract
Treatment of the α-formyl amides (I) with alkyl- or phenylaluminum dichloride such as (II) provides threo-α-alkyl- substituted β-hydroxy amides of type (III) under high stereocontrol. This method is successfully applied to the selective addition of an alkyl or a phenyl group to α-methyl-substituted . beta.-keto amides or esters of type (V) and (IX) using alkyl- or phenylmanganese chloride, e.g. (VI), or trialkylaluminum such as (X).