The diastereoselectivity of the addition of enolateanions of ketones or esters to N-Methoxycarbonylimines generated in situ from α-Methoxy carbamates was studied.
One step synthesis of α-aminoalkylfurans was achieved by the reaction of α-methoxyurethanes or α-methoxyamides with furan. This method was applied to an efficient synthesis of pyridoxine.
The reaction of N-acyl-alpha-methoxyamines with allyl-, propargyl-, and benzylzinc bromides and Reformatsky reagents proceeds in THF at room temperature. Homoallyl- and homopropargylamines and beta-amino esters are synthesized in good yields.
New synthesis of β-amino acids by nucleophilic addition of enolate anions to N-methoxycarbonylimines generated from α-methoxy carbamates1