A novel O-fucosylation strategy preactivated by (p-To1)(2)S-O/Tf2O and its application for the synthesis of Lewis blood group antigen Lewis(a)

作者：Li, Cui-Yun; Liu, Guang-Jian; Du, Wei; Zhang, Yuan; Xing, Guo-Wen^*

来源：Tetrahedron Letters, 2017, 58(22): 2109-2112.

DOI：10.1016/j.tetlet.2017.04.056

• Fucosylation
• Glycosylation
• Preactivation
• Lewis' synthesis

Based on a preactivation strategy using (p-To1)(SO)-S-2/Tf2O, a new O-fucosylation method with thioglycoside as donor under mild conditions was reported. High yields and excellent alpha-stereoselectivities of the fucosylation were obtained with secondary sugar alcohol as acceptors. Moreover, the novel fucosylation strategy was successfully applied to the synthesis of an important Lewis blood group antigen Lewis(a), which was obtained in nine linear steps with 27% overall yield.

• 出版日期2017-5-31
• 单位北京师范大学