Journal article

Catalytic Asymmetric Passerini-Type Reaction: Chiral Aluminum-Organophosphate-Catalyzed Enantioselective alpha -Addition of Isocyanides to Aldehydes

A chiral Lewis acid catalyst was prepd. by mixing 2 equiv of chiral binol-derived organophosphoric acid and 1 equiv of Et2AlCl. In the presence of a catalytic amt. of [I]2Al(III)Cl complex (0.05 equiv), reaction between alpha -isocyanoacetamides and aldehydes afforded the corresponding 5-aminooxazoles, e.g. II, in good yields and enantioselectivities. Complex [I]2Al(III)Cl isolated as a white solid displayed similar reactivity as that prepd. in situ. [on SciFinder (R)]


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