Tao Xiong , Rui Xie , Cai Huang , Xin Lan , Nianyu Huang , Hui Yao
{"title":"利用糖供体合成硫代糖的最新进展","authors":"Tao Xiong , Rui Xie , Cai Huang , Xin Lan , Nianyu Huang , Hui Yao","doi":"10.1080/07328303.2022.2027433","DOIUrl":null,"url":null,"abstract":"<div><p>Thiosugars are not only playing important roles in saccharide synthesis but also occur widely in pharmaceutical agents, natural products and <em>S</em>-glycopeptides/proteins, and possess critical biological activities. Many methods have been developed for the syntheses of thiosugars, but most of them adopted saturated-glycosyl donors to give 1-thiosugars only. With the development of olefin-chemistry and transition metal catalysis, numerous protocols of thiosugar synthesis were developed with 1,2-unsaturated-glycosyl donors (glycals) giving different stereoselectivity and regioselectivity. In this review, we have summarized the synthetic methods of thiosugars using glycal donors based on promoters/catalysts, including main-group, transition metal, rare-earth and solid-supported catalysts.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"40 7","pages":"Pages 401-439"},"PeriodicalIF":1.2000,"publicationDate":"2021-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"3","resultStr":"{\"title\":\"Recent advances in the synthesis of thiosugars using glycal donors\",\"authors\":\"Tao Xiong , Rui Xie , Cai Huang , Xin Lan , Nianyu Huang , Hui Yao\",\"doi\":\"10.1080/07328303.2022.2027433\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Thiosugars are not only playing important roles in saccharide synthesis but also occur widely in pharmaceutical agents, natural products and <em>S</em>-glycopeptides/proteins, and possess critical biological activities. Many methods have been developed for the syntheses of thiosugars, but most of them adopted saturated-glycosyl donors to give 1-thiosugars only. With the development of olefin-chemistry and transition metal catalysis, numerous protocols of thiosugar synthesis were developed with 1,2-unsaturated-glycosyl donors (glycals) giving different stereoselectivity and regioselectivity. In this review, we have summarized the synthetic methods of thiosugars using glycal donors based on promoters/catalysts, including main-group, transition metal, rare-earth and solid-supported catalysts.</p></div>\",\"PeriodicalId\":15311,\"journal\":{\"name\":\"Journal of Carbohydrate Chemistry\",\"volume\":\"40 7\",\"pages\":\"Pages 401-439\"},\"PeriodicalIF\":1.2000,\"publicationDate\":\"2021-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"3\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Carbohydrate Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S0732830322000234\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Carbohydrate Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0732830322000234","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Recent advances in the synthesis of thiosugars using glycal donors
Thiosugars are not only playing important roles in saccharide synthesis but also occur widely in pharmaceutical agents, natural products and S-glycopeptides/proteins, and possess critical biological activities. Many methods have been developed for the syntheses of thiosugars, but most of them adopted saturated-glycosyl donors to give 1-thiosugars only. With the development of olefin-chemistry and transition metal catalysis, numerous protocols of thiosugar synthesis were developed with 1,2-unsaturated-glycosyl donors (glycals) giving different stereoselectivity and regioselectivity. In this review, we have summarized the synthetic methods of thiosugars using glycal donors based on promoters/catalysts, including main-group, transition metal, rare-earth and solid-supported catalysts.
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.