A mild and efficient Zn-catalyzed C-glycosylation: synthesis of C(2)-C(3) unsaturated C-linked glycopyranosides

作者:Reddy Thurpu Raghavender; Rao Dodla Sivanageswara; Kashyap Sudhir*
来源:RSC Advances, 2015, 5(36): 28338-28343.
DOI:10.1039/c5ra03328d

摘要

A highly efficient C-glycosylation method was developed by using catalytic Zn(OTf)(2) for the synthesis of 2,3-unsaturated C-glycosides. The scope of the protocol was well illustrated with different substituted glycals and nucleophiles comprising allyltrimethylsilane, triethylsilane, trimethylsilyl cyanide, trimethylsilyl azide, trimethylaluminum, trimethylsilyl phenylacetylene and heterocycles such as thiophene and furan. The present method is mild enough to incorporate C-glycoside linkages in a disaccharide donor as well.

  • 出版日期2015