Synthesis of 1,6:3,4-Dianhydro-b-D-talopyranose from Levoglucosenone: Epoxidation of Olefin via trans-Iodoacetoxylation

Levoglucosenone (1,6-anhydro-3,4-dideoxy-β-D-glycero-hex-3-enopyranos-2-ulose, 1) was converted to give 1,6:3,4-dianhydro-β-D-talopyranose (8) in good yield through stereoselective trans-iodoacetoxylation followed by basic hydrolysis