Synthesis of C‐1 Spirocyclopropyl Sugars from Anomeric Diazides.

Abstract The photolysis of peracetylated glucopyranosylidene diazide in the presence of acrylonitrile in excess yields four C-1 spirocyclopropyl sugars in a 65% combined yield. This unprecedented synthesis of bis C,C-glycosides is supposed to inlvolve anomeric carbene intermediates.