2-Deoxyglycosyl 3-benzoylpropionates as novel donors for the direct and stereoselective synthesis of 2-deoxy-glycosides. Issue 13 (12th March 2018)

• Record Type: Journal Article
• Authors: Bandi, Ramakrishna; Chalapala, Sudharani; Chandrasekaran, Srinivasan
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 13(2018)
• Page Start: 2248
• Page End: 2257
• Publication Date: 2018-03-12
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob00216a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Lewis acid mediated stereoselective synthesis of 2-deoxy- O -glycosides has been demonstrated using 2-deoxyglycosyl 3-benzoylpropionates as novel glycosyl donors. Abstract : Lewis acid mediated stereoselective synthesis of 2-deoxy- O -glycosides has been demonstrated using 2-deoxyglycosyl 3-benzoylpropionates as novel glycosyl donors. These newly developed donors are easily synthesized from simple glycals, are stable at room temperature and react with ease to provide products with high stereoselectivity. These donors can be successfully utilized with all types of acceptors (primary, secondary and tertiary alcohols) for the synthesis of 2-deoxy-glycosides. Additionally, these newly developed glycosyl donors are also efficient for the synthesis of trisaccharides.