138904-01-5Relevant academic research and scientific papers
Synthesis of Glycosyl Chlorides and Bromides by Chelation Assisted Activation of Picolinic Esters under Mild Neutral Conditions
Balzer, Paul G.,Blaszczyk, Stephanie A.,Duan, Xiyan,Ma, Zhi-Xiong,Simmons, Christopher J.,Stevens, Christopher M.,Tang, Weiping,Wang, Hao-Yuan,Wen, Peng,Ye, Wenjing,Yin, Dan
, (2020)
A general method has been developed for the formation of glycosyl chlorides and bromides from picolinic esters under mild and neutral conditions. Benchtop stable picolinic esters are activated by a copper(II) halide species to afford the corresponding products in high yields with a traceless leaving group. Rare β glycosyl chlorides are accessible via this route through neighboring group participation. Additionally, glycosyl chlorides with labile protecting groups previously not easily accessible can be prepared.
A new glycosylation reaction based on a "remote activation concept": Glycosyl 2-pyridinecarboxylate as a novel glycosyl donor
Koide, Kazunori,Ohno, Masaji,Kobayashi, Susumu
, p. 7065 - 7068 (2007/10/02)
A novel glycosyl donor, glycosyl 2-pyridinecarboxylate, was designed based on a variation of the Remote Activation Concept. Glycosylation using glycosyl 2-pyridinecarboxylate could be effected with copper (II) triflate in Et2O or tin (II) trifl
