Roush W R, Gung B W, Bennett C E
Department of Chemistry, University of Michigan, Ann Arbor 48109, USA.
Org Lett. 1999 Sep 23;1(6):891-3. doi: 10.1021/ol9908070.
[formula: see text] 2-Deoxy-2-iodo- and 2-deoxy-2-bromoglucopyranosyl trichloroacetimidates 8-10 and 22 are extremely useful precursors of 2-deoxy-beta-glycosides. These reactive glycosyl donors undergo highly stereoselective glycosidation reactions at -78 degrees C with a range of glycosyl acceptors using TBS-OTf as the activating agent. beta-Glycosides are obtained with > or = 19:1 selectivity in six of the seven examples reported herein.
[分子式：见正文] 2-脱氧-2-碘-和2-脱氧-2-溴吡喃葡萄糖基三氯乙酰亚胺酯8 - 10以及22是2-脱氧-β-糖苷极其有用的前体。这些活性糖基供体在-78℃下，以TBS-OTf作为活化剂，与一系列糖基受体发生高度立体选择性的糖苷化反应。在本文报道的七个例子中的六个中，获得了选择性≥19:1的β-糖苷。
