1632132-64-9Relevant articles and documents
Zn(OTf)2-catalyzed glycosylation of glycals: Synthesis of 2,3-unsaturated glycosides via a Ferrier reaction
Narasimha, Gundeboina,Srinivas, Batthula,Radha Krishna, Palakodety,Kashyap, Sudhir
, p. 523 - 526 (2014)
A mild, catalytic, and efficient protocol has been developed for the synthesis of 2,3-unsaturated glycosides or 'pseudo-glycals' using Zn(OTf) 2. Stereoselective glycosylation of glycal donor with various acceptors comprising of alcohols, phenols, thiols, and sugar aglycones proceeds smoothly to afford the corresponding 2,3-unsaturaed glycosides in good to excellent yields. Georg Thieme Verlag Stuttgart New York.
Ruthenium Catalyzed Stereo/Chemo/Regioselective One-Pot Synthesis of C(2)-C(3) Unsaturated and α-d-Mannopyranosyl Sulfones
Chittela, Sravanthi,Reddy, Thurpu Raghavender,Radha Krishna, Palakodety,Kashyap, Sudhir
, p. 7108 - 7116 (2015/07/28)
An efficient and divergent approach to C(2)-C(3) unsaturated glycosyl and α-d-mannopyranosyl sulfones has been developed via ruthenium-promoted direct glycosylation, oxidation, and dihydroxylation from glycal in one-pot. The presence of stoichiometric amounts of NaIO4 and in situ generation of RuO4 from a RuCl3-NaIO4 reagent system were crucial for chemoselective oxidation of sulfide in the presence of an olefin moiety. The dual-role of ruthenium in sequential glycosylation-oxidation-dihydroxylation is amenable to a wide range of thio acceptors to access α-d-mannopyranosyl sulfones in good yields with high regioselectivity.