Show simple item record

dc.contributor.advisorJayaraman, Narayanaswamy
dc.contributor.authorRoy, Charles Patriot
dc.date.accessioned2020-12-29T07:14:17Z
dc.date.available2020-12-29T07:14:17Z
dc.date.submitted2020
dc.identifier.urihttps://etd.iisc.ac.in/handle/2005/4780
dc.description.abstractThis report concerns the development of a synthetic approach towards synthesis of seven-membered septanosides, such as, substituted oxepanes from protected 2-hydroxyglycals. Important precursors to the synthesis of the septanosides is 1,2-unsaturated sugars. This report summarizes the work towards preparation of 1,2-unsaturated sugars, namely, hydroxy glycal ethers, from available bench-top sugars and some of its synthetic applications. The synthetic approach relies on initiating the synthesis from judiciously protected glucopyranoside, having reactive anomeric sites, is subjected through a series of reactions. An unasaturated sugar synthon is prepared from methyl α-D-glucopyranoside, through O-benzylation, acetolysis, and bromination, followed by an elimination reaction. The reactive site is amenable for reactions, such as, cyclopropanation, epoxidation and aziridination. Reactions leading to the formation of 2-hydroxyglycal are optimized. The hydroxyl glycal ethers are also resourceful synthons for further synthetic conversions and preparation of target-oriented natural and un-natural products. In relevance to the aims of the current project, an objective is to utilize the suitably functionalized hydroxyl glycal ether for ring expansion to seven membered septanoside ring followed by branching out at C-2 carbon of the septanosides.en_US
dc.language.isoen_USen_US
dc.rightsI grant Indian Institute of Science the right to archive and to make available my thesis or dissertation in whole or in part in all forms of media, now hereafter known. I retain all proprietary rights, such as patent rights. I also retain the right to use in future works (such as articles or books) all or part of this thesis or dissertationen_US
dc.subjectCarbohydrate Chemistryen_US
dc.subjectOrganic Chemistryen_US
dc.subjectOrganic Synthesisen_US
dc.subjectGlucalen_US
dc.subject.classificationNatural Sciencesen_US
dc.titleSynthetic Applications of C-2 Substituted Glucalen_US
dc.typeThesisen_US
dc.degree.nameMSen_US
dc.degree.levelMastersen_US
dc.degree.grantorIndian Institute of Scienceen_US
dc.degree.disciplineFaculty of Scienceen_US


Files in this item

This item appears in the following Collection(s)

Show simple item record