Wang, Shi-XinWang, Mei-XiangWang, De-XianZhu, Jieping2010-11-252010-11-252010-11-25200710.1021/ol7014658https://infoscience.epfl.ch/handle/20.500.14299/58425In 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)]Isocyanides Role: RCT (Reactant)RACT (Reactant or reagent) (carbamoyl; chiral salen-aluminum complex as catalyst for enantioselective alpha -addn. of isocyanides to aldehydes providing 2-(1-hydroxyalkyl)-5-aminooxazoles); Stereoselective synthesis (chiral salen-aluminum complex as catalyst for enantioselective alpha -addn. of isocyanides to aldehydes providing 2-(1-hydroxyalkyl)-5-aminooxazoles); Aldehydes Role: RCT (Reactant)RACT (Reactant or reagent) (chiral salen-aluminum complex as catalyst for enantioselective alpha -addn. of isocyanides to aldehydes providing 2-(1-hydroxyalkyl)-5-aminooxazoles); Addition reaction; Addition reaction catalysts (stereoselective; chiral salen-aluminum complex as catalyst for enantioselective alpha -addn. of isocyanides to aldehydes providing 2-(1-hydroxyalkyl)-5-aminooxazoles); Amides Role: RCT (Reactant)RACT (Reactant or reagent) (alpha -isocyano; chiral salen-aluminum complex as catalyst for enantioselective alpha -addn. of isocyanides to aldehydes providing 2-(1-hydroxyalkyl)-5-aminooxazoles)Schiff aluminum catalysis asym addn isocyanide aldehyde aminohydroxyalkyloxazole synthesis; oxazole amino hydroxyalkyl asym synthesis aluminum Schiff complex catalysistext::journal::journal article::research article