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ChemInform Abstract: Nitriles under Palladium-Catalyzed Hydrogenation Conditions as Substitutes for Aldehydes in the Reaction with 1,2-Amino Alcohols: Formation of 1,3-Oxazolidines and Reductive N-Alkylation.
First published: 24 June 2010
Abstract
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ChemInform Abstract
Nitriles [cf. (II)] react with (-)-ephedrine in the presence of hydrogen and catalytic amounts of Pd—C to form 1,3-oxazolidines (III) which are directly cleaved by reduction of the NC—O bond to the 1,2-amino alcohols (IV). Prolonged reaction times results in a selective one-pot synthesis of the N-alkylated amino alcohols such as (VI).
