{"title":"1,2支反式β-糖苷键的构建策略及其在皂苷合成中的应用","authors":"Dapeng Zhu , Mingyu Geng , Fuzhu Yang , Biao Yu","doi":"10.1080/07328303.2019.1642345","DOIUrl":null,"url":null,"abstract":"<div><p>General strategies on the construction of 1,2-branched trans-β-glycosidic linkages and the corresponding logics are discussed herein. Linear strategies usually require a temporary acyl protecting group at C2-O position of the glycosylation donors to secure the requisite β-selective glycosylation. Convergent strategies involve selective formation of the trans-β-glycosidic linkages in the absence of neighboring participation, wherein solvent participation, invertive glycosylation, as well as other effects have to be exploited to achieve the β-selective glycosylation. These strategies are illustrated by representative applications in the synthesis of saponins.</p></div>","PeriodicalId":15311,"journal":{"name":"Journal of Carbohydrate Chemistry","volume":"38 7","pages":"Pages 494-508"},"PeriodicalIF":1.2000,"publicationDate":"2019-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1080/07328303.2019.1642345","citationCount":"5","resultStr":"{\"title\":\"Strategies on the construction of 1,2-branched trans-β-glycosidic linkages and their applications in the synthesis of saponins\",\"authors\":\"Dapeng Zhu , Mingyu Geng , Fuzhu Yang , Biao Yu\",\"doi\":\"10.1080/07328303.2019.1642345\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>General strategies on the construction of 1,2-branched trans-β-glycosidic linkages and the corresponding logics are discussed herein. Linear strategies usually require a temporary acyl protecting group at C2-O position of the glycosylation donors to secure the requisite β-selective glycosylation. Convergent strategies involve selective formation of the trans-β-glycosidic linkages in the absence of neighboring participation, wherein solvent participation, invertive glycosylation, as well as other effects have to be exploited to achieve the β-selective glycosylation. These strategies are illustrated by representative applications in the synthesis of saponins.</p></div>\",\"PeriodicalId\":15311,\"journal\":{\"name\":\"Journal of Carbohydrate Chemistry\",\"volume\":\"38 7\",\"pages\":\"Pages 494-508\"},\"PeriodicalIF\":1.2000,\"publicationDate\":\"2019-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1080/07328303.2019.1642345\",\"citationCount\":\"5\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Carbohydrate Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S0732830322001070\",\"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/S0732830322001070","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Strategies on the construction of 1,2-branched trans-β-glycosidic linkages and their applications in the synthesis of saponins
General strategies on the construction of 1,2-branched trans-β-glycosidic linkages and the corresponding logics are discussed herein. Linear strategies usually require a temporary acyl protecting group at C2-O position of the glycosylation donors to secure the requisite β-selective glycosylation. Convergent strategies involve selective formation of the trans-β-glycosidic linkages in the absence of neighboring participation, wherein solvent participation, invertive glycosylation, as well as other effects have to be exploited to achieve the β-selective glycosylation. These strategies are illustrated by representative applications in the synthesis of saponins.
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.