Robust perfluorophenylboronic acid-catalyzed stereoselective synthesis of 2,3-unsaturated O-, C-, N- and S-linked glycosides

• Madhu Babu Tatina,
• Xia Mengxin,
• Rao Peilin and
• Zaher M. A. Judeh

Beilstein J. Org. Chem. 2019, 15, 1275–1280, doi:10.3762/bjoc.15.125

• ; pseudo-glycosides; Introduction 2,3-Unsaturated glycosides, also known as pseudo-glycosides or enosides, are an important class of natural products with many biological activities and capacity to serve as substrates for further reactions [1][2][3]. They are involved in biochemical processes such as

• ]. The Ferrier rearrangement is one of the most useful processes to synthesize pseudo-glycosides in a direct and stereoselective fashion. Several classes of catalysts have been successfully applied in the Ferrier rearrangement including Brønsted acids [7][8][9][10][11][12][13], Lewis acids [14][15][16