A mild and efficient synthetic protocol for Ferrier azaglycosylation promoted by ZnCl2/Al2O3

作者:Ding Feiqing; William Ronny; Gorityala Bala Kishan; Ma Jimei; Wang Siming; Liu Xue Wei*
来源:Tetrahedron Letters, 2010, 51(23): 3146-3148.
DOI:10.1016/j.tetlet.2010.04.045

摘要

An improved method for the Ferrier sulfonamidoglycosylation of tri-O-acetyl-D-glucal with different N-nucleophiles has been developed. ZnCl2 impregnated on activated alumina acts as an excellent reagent system for the conversion of 3,4,6-tri-O-acetyl-D-glucal into 2,3-unsaturated-N-pseudoglycals with good yields and preferential alpha-anomeric selectivity.

  • 出版日期2010-6-9
  • 单位南阳理工学院