Department of Chemistry, Faculty of Sciences, University of Novi Sad, Trg D. Obradovi?a 3, 21000 Novi Sad, Serbia and Montenegro. popsavin@ih.ns.ac.yu
Abstract:
Methyl 2,3-anhydro-4-O-methanesulfonyl-alpha-d-ribopyranoside (12) was prepared through a new six-step sequence starting from d-arabinose. Chemical behaviour of 12 was further studied under solvolytic conditions and in the presence of azide anion as a nucleophile. Factors governing the regiochemistry of epoxide ring opening are briefly discussed.