Reactions of 1,2- and 1,3-amino-alcohols with imidate salts and with ortho esters

Abstract

ω-Hydroxy-N-substituted amidines have been shown to be the intermediates in the formation of 2-oxazolines and 5,6-dihydro-4H-1,3-oxazines from the reactions of imidates and 1,2- and 1,3-amino-alcohols respectively. 1,2- and 1,3-Amino-alcohols also react with ortho esters to give 2-oxazolines and 5,6-dihydro-4H-1,3-oxazines, but N-acylamino-alcohols give rise to oxazolidines with ortho esters.