{"title":"Cationic gold(I)-catalyzed glycosylation with glycosyl S-3-butynyl thiocarbonate donors","authors":"Prakash Thapa , Prem Bahadur Gurung , Ishani Lakshika Hettiarachchi , Jianglong Zhu","doi":"10.1080/07328303.2022.2076863","DOIUrl":null,"url":null,"abstract":"<div><p>A cationic gold(I)-catalyzed <em>O</em>-glycosylation method involving the use of glycosyl <em>S</em>-3-butynyl thiocarbonate donors has been developed. It was found that glycosyl <em>S</em>-3-butynyl thiocarbonates are orthogonal to regular phenyl thioglycoside donors. The utilization of this method was demonstrated in the synthesis of a trisaccharide.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"41 4","pages":"Pages 223-237"},"PeriodicalIF":1.2000,"publicationDate":"2022-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Carbohydrate Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0732830322000350","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
引用次数: 1
Abstract
A cationic gold(I)-catalyzed O-glycosylation method involving the use of glycosyl S-3-butynyl thiocarbonate donors has been developed. It was found that glycosyl S-3-butynyl thiocarbonates are orthogonal to regular phenyl thioglycoside donors. The utilization of this method was demonstrated in the synthesis of a trisaccharide.
期刊介绍:
The Journal of Carbohydrate Chemistry serves as an international forum for research advances involving the chemistry and biology of carbohydrates. The following aspects are considered to fall within the scope of this journal:
-novel synthetic methods involving carbohydrates, oligosaccharides, and glycoconjugates-
the use of chemical methods to address aspects of glycobiology-
spectroscopic and crystallographic structure studies of carbohydrates-
computational and molecular modeling studies-
physicochemical studies involving carbohydrates and the chemistry and biochemistry of carbohydrate polymers.