4, 6-O-Ethylidene-~-glucopyranose (1) reacts with an acid-washed, stabilized Wittig reagent to give the trans-oct-2-enoate 2 in excellent yield. Cyclization is effected by treatment with dilute base, and after 1 h, a 1: l mixture of anomers exists which is the optimum concentration of the CY-D form. Continuing base treatment for 5 h leads to the (3-D anomer exclusively. aDC-Glycopyranosides can be obtained as predominant products by Lewis ...
[Malkov, Andrei V.; Farn, Benjamin P.; Hussain, Nigel; Kocovsky, Pavel Collection of Czechoslovak Chemical Communications, 2001 , vol. 66, # 12 p. 1735 - 1745]
