Tags

Type your tag names separated by a space and hit enter

Stereoselective synthesis of 2-S-phenyl-2-deoxy-beta-glycosides using phenyl 2,3-O-thionocarbonyl-1-thioglycoside donors via 1,2-Migration and concurrent glycosidation.
Org Lett. 2001 Feb 08; 3(3):377-9.OL

Abstract

[figure: see text] 1,2-Migration and concurrent glycosidation of phenyl 2,3-O-thionocarbonyl-1-thlo-alpha-L-rhamnopyranosides under the action of methyl trifluoromethanesulfonate (MeOTf) afforded in high yields the 3-O-(methylthio)carbonyl-2-S-phenyl-2,6-dideoxy-beta-L-glucopyranosides, ready precursors to the corresponding 2-deoxy-beta-glycosides.

Authors+Show Affiliations

State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China. byu@pub.sioc.ac.cnNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

11428018

Citation

Yu, B, and Z Yang. "Stereoselective Synthesis of 2-S-phenyl-2-deoxy-beta-glycosides Using Phenyl 2,3-O-thionocarbonyl-1-thioglycoside Donors Via 1,2-Migration and Concurrent Glycosidation." Organic Letters, vol. 3, no. 3, 2001, pp. 377-9.
Yu B, Yang Z. Stereoselective synthesis of 2-S-phenyl-2-deoxy-beta-glycosides using phenyl 2,3-O-thionocarbonyl-1-thioglycoside donors via 1,2-Migration and concurrent glycosidation. Org Lett. 2001;3(3):377-9.
Yu, B., & Yang, Z. (2001). Stereoselective synthesis of 2-S-phenyl-2-deoxy-beta-glycosides using phenyl 2,3-O-thionocarbonyl-1-thioglycoside donors via 1,2-Migration and concurrent glycosidation. Organic Letters, 3(3), 377-9.
Yu B, Yang Z. Stereoselective Synthesis of 2-S-phenyl-2-deoxy-beta-glycosides Using Phenyl 2,3-O-thionocarbonyl-1-thioglycoside Donors Via 1,2-Migration and Concurrent Glycosidation. Org Lett. 2001 Feb 8;3(3):377-9. PubMed PMID: 11428018.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Stereoselective synthesis of 2-S-phenyl-2-deoxy-beta-glycosides using phenyl 2,3-O-thionocarbonyl-1-thioglycoside donors via 1,2-Migration and concurrent glycosidation. AU - Yu,B, AU - Yang,Z, PY - 2001/6/29/pubmed PY - 2001/8/3/medline PY - 2001/6/29/entrez SP - 377 EP - 9 JF - Organic letters JO - Org. Lett. VL - 3 IS - 3 N2 - [figure: see text] 1,2-Migration and concurrent glycosidation of phenyl 2,3-O-thionocarbonyl-1-thlo-alpha-L-rhamnopyranosides under the action of methyl trifluoromethanesulfonate (MeOTf) afforded in high yields the 3-O-(methylthio)carbonyl-2-S-phenyl-2,6-dideoxy-beta-L-glucopyranosides, ready precursors to the corresponding 2-deoxy-beta-glycosides. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/11428018/Stereoselective_synthesis_of_2_S_phenyl_2_deoxy_beta_glycosides_using_phenyl_23_O_thionocarbonyl_1_thioglycoside_donors_via_12_Migration_and_concurrent_glycosidation_ DB - PRIME DP - Unbound Medicine ER -