Stereloselective synthesis of D-desosamine and related glycals via tungsten-catalyzed cycloisomerization alkynol

Stereoselective synthesis Of D-desosamine diacetate ester (iii, R = Ac) was achieved from the glycal (ii) generated by tungsten carbonyl-catalyzed cycloisomerization of the corresponding amino-alkynol (i). A wide variety of N-substituents (R, R') are compatible with the cycloisomerization, provided that at least one R or R' is an acyl derivative.