Solvent-dependent, kinetically controlled stereoselective synthesis of 3- and 4- thioglycosides
2005 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 70, no 17, 6952-6955 p.Article in journal (Refereed) Published
Facile approaches to prepare 3- and 4-thioglycosides of the galacto, gulo, and gluco type from the parent triflates are presented. The dependencies of the solvent and the protecting group pattern, as well as the configuration of the neighboring and leaving groups, have been studied for these reactions. The results clearly show that the efficient stereo-selective synthesis of methyl 3-thin-galactoside depends highly on the solvent and the nucleophile concentration.
Place, publisher, year, edition, pages
2005. Vol. 70, no 17, 6952-6955 p.
Derivatives, Solvents, Stereochemistry, Synthesis (chemical)
IdentifiersURN: urn:nbn:se:kth:diva-6395DOI: 10.1021/jo050650rISI: 000231183000054ScopusID: 2-s2.0-23644434820OAI: oai:DiVA.org:kth-6395DiVA: diva2:11093
QC 201009152006-11-222006-11-222010-11-11Bibliographically approved