ChemInform Abstract: 3,4-Bis(O-tert-butyldimethylsilyl)-6-O-tosyl-D-glucal: A Probe for the Mechanism of the Iodine(III)-Promoted Allylic Oxidation of Glycals.

3,4-bis(O-tert-butyldimethylsilyl)-6-O-t

3,4-bis(O-tert-butyldimethylsilyl)-6-O-tosyl-D-glucal: A probe for the mechanism of the iodine(III)-promoted allylic oxidation of glycals

✍ Kirschning, Andreas 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 English ⚖ 366 KB

## Abstract The reaction of 3,4‐bis(__O__‐__tert__‐butyldimethylsilyl)‐6‐__O__‐tosyl‐D‐glucal 4 with the Koser reagent [PhI(OH)OTs] unexpectedly afforded tetrahydrofurfural 6 as well as 2,3‐anhydropyranose 7 as major products. This unprecedented, stereoselective transformation helps to gain further