Journal article

Chiral Salen-Aluminum Complex as a Catalyst for Enantioselective alpha -Addition of Isocyanides to Aldehydes: Asymmetric Synthesis of 2-(1-Hydroxyalkyl)-5-aminooxazoles

In the presence of a catalytic amt. of (Schiff base)Al(III)Cl complex (Schiff base of (R,R)-1,2-cyclohexanediamine with 3,5-di-tert-butyl-2-hydroxybenzaldehyde), reaction between alpha -isocyanoacetamides and aldehydes afforded the corresponding 5-aminooxazoles in good yields and enantioselectivity, e.g. 76 % (80 %ee) (S)-1-[4-benzyl-5-(morpholin-4-yl)oxazol-2-yl]-2-methyl-1-propanol from 2-isocyano-1-(morpholin-4-yl)-3-phenyl-1-propanone and isobutanal. [on SciFinder (R)]


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