A convenient and efficient protocol for the synthesis of unnatural N-glycosyl cz-amino acids was developed. Condensation of 1,3,4,6-tetra-O-actyl-/%D-glucosamine hydrochloride, alkenyl boronic acid, and glyoxylic acid...A convenient and efficient protocol for the synthesis of unnatural N-glycosyl cz-amino acids was developed. Condensation of 1,3,4,6-tetra-O-actyl-/%D-glucosamine hydrochloride, alkenyl boronic acid, and glyoxylic acid was achieved in CH2C12 to give the derivatives of 2-（N-glycosyl）aminobut-3-enoic acid which may find applications in glycobiology research and medicinal chemistry.展开更多
Main observation and conclusion We have developed an efficient synthesis of acrylonitriles via mild base promoted tandem nucleophilic substitution-isomerization ofα-cyanohydrin methanesulfonates with alkenylboronic a...Main observation and conclusion We have developed an efficient synthesis of acrylonitriles via mild base promoted tandem nucleophilic substitution-isomerization ofα-cyanohydrin methanesulfonates with alkenylboronic acids.This transition metal-free protocol works under simple and mild conditions and offers good chemical yields for a wide range of substrates and demonstrates good functional group tolerance.展开更多
基金the Natural Science Foundation of Jiangsu Province(No.BK20130404)the Scientific and Technological Research Project of Lianyungang(No.CG1303)the project funded by the Priority Academic Program Development of Jiangsu Higher Education Institutions
文摘A convenient and efficient protocol for the synthesis of unnatural N-glycosyl cz-amino acids was developed. Condensation of 1,3,4,6-tetra-O-actyl-/%D-glucosamine hydrochloride, alkenyl boronic acid, and glyoxylic acid was achieved in CH2C12 to give the derivatives of 2-（N-glycosyl）aminobut-3-enoic acid which may find applications in glycobiology research and medicinal chemistry.
基金the Scientific Research Foundation of Yancheng Institute of Technology(No.1542036)the National Natural Science Foundation of China for financial support(No.NSFC-21472018)+2 种基金the National Science Foundation(NSF,Grant No.CHE-1401700)the Open Fund of Jiangsu Collaborative Innovation Center for Ecological Building Material and Environmental Protection Equipments and Key Laboratory for Advanced Technology in Environmental Protection of Jiangsu Province(No.JH201832)the Funding for School-Level Research Projects of Yancheng Institute of Technology(No.xjr2020011).
文摘Main observation and conclusion We have developed an efficient synthesis of acrylonitriles via mild base promoted tandem nucleophilic substitution-isomerization ofα-cyanohydrin methanesulfonates with alkenylboronic acids.This transition metal-free protocol works under simple and mild conditions and offers good chemical yields for a wide range of substrates and demonstrates good functional group tolerance.
