Palladium-Catalyzed Stereoselective C-Glycosylation of Glycals with Sodium Arylsulfinates

来源 :首届糖合成化学青年高峰论坛会议 | 被引量 : 0次 | 上传用户:PeNgxionglifanG2
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  An efficient glycosylation method to synthesize 2‐deoxy‐C‐aryl glycosides was developed.This C‐glycosylation strategy is based on a palladium‐catalyzed desulfitative Ferrier‐type coupling reaction of glycals and sodium arylsulfinates.A series of C‐aryl glycosides were obtained in moderate to good yields(41‐74%)with exclusive regio‐ and stereoselectivities.The anomeric selectivity was found to depend on the configuration of the C3 substituent of the glycals.These 2‐deoxy‐C‐aryl glycosides could be readily functionalized by epoxidation or hydroxylation to synthesize many natural C‐aryl glucosides or other important pyran structures.
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