960化工网
Stereoselective synthesis of 2′-modified nucleosides by using ortho-alkynyl benzoate as a gold(i)-catalyzed removable neighboring participation group†
Chuang Li,Yirong Zhou,Sanguo Hong,Ning Zhang,Qiang Xiao
RSC Advances Pub Date : 01/12/2017 00:00:00 , DOI:10.1039/C6RA27790J
Abstract

In the present paper, we report a novel strategy for highly efficient stereoselective synthesis of 2′-modified nucleosides by using ortho-alkynyl benzoate as neighboring participation group. Subsequently, ortho-alkynyl benzoate can be removed smoothly in the presence of 5 mol% Ph3PAuCl–AgOTf in dichloromethane with H2O (1 eq.) and ethanol (6 eq.) to afford 2′-OH nucleosides in high yields and selectivity.

Graphical abstract: Stereoselective synthesis of 2′-modified nucleosides by using ortho-alkynyl benzoate as a gold(i)-catalyzed removable neighboring participation group
平台客服
平台客服
平台在线客服