Sugiyama S, Haque W, Diakur J
Faculty of Pharmacy & Pharmaceutical Sciences, University of Alberta, Edmonton, Alberta, Canada T6G 2N8.
Org Lett. 2000 Nov 2;2(22):3489-91. doi: 10.1021/ol006529i.
[reaction: see text] Thioglycosides of natural monosaccharides are readily converted into their corresponding chlorides by diphenylchlorosulfonium chloride. This reagent can likewise effect the conversion of the more stable 4-chlorophenylthio 2-deoxy-2-fluoroglucose derivatives into chloride glycosyl donors. On the basis of this activation strategy, it was possible to assemble unnatural oligosaccharides composed of 2-fluorodeoxy sugars.
[反应：见正文] 天然单糖的硫代糖苷可通过二苯基氯锍盐轻松转化为相应的氯化物。该试剂同样可以使更稳定的4-氯苯硫基-2-脱氧-2-氟葡萄糖衍生物转化为氯化物糖基供体。基于这种活化策略，有可能组装由2-氟脱氧糖组成的非天然寡糖。
