240418-69-3Relevant articles and documents
Sm(OTf)3as a highly efficient catalyst for the synthesis of 2,3-unsaturated O- and S-pyranosides from glycals and the temperature-dependent formation of 4-O-acetyl-6-deoxy-2,3-unsaturated S-pyranosides and 4-O-acetyl-6-deoxy-3-alkylthio glycals
Chen, Peiran,Zhang, Dalin
, p. 8505 - 8510 (2014)
By using Sm(OTf)3as the catalyst, synthesis of 2,3-unsaturated-glycosides has been performed. A series of 2,3-unsaturated glycosides were obtained from 3,4,6-tri-O-acetyl-d-glucal or 3,4-di-O-acetyl-l-rhamnal under mild reaction conditions in g
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.
RuCl3·3H2O as catalyst for Ferrier rearrangement: An efficient procedure for the preparation of pseudoglycosides
Chen, Peiran,Lin, Lei
supporting information, p. 10045 - 10051 (2013/11/06)
By using RuCl3·3H2O as catalyst, an improved method for the synthesis of 2,3-unsaturated-glycosides has been established. A series of 2, 3-unsaturated-glucosides were obtained from 2,4,6-tri-O-acetyl-d- glucal or 3,4-di-O-acetyl-6-deoxy-l-glucal in good yield and high anomeric selectivity.
CF3SO3H-SiO2 as catalyst for Ferrier rearrangement: An efficient procedure for the synthesis of pseudoglycosides
Chen, Peiran,Wang, Shaoshan
supporting information, p. 583 - 588 (2013/07/25)
An efficient method for the conversion of 2,4,6-tri-O-acetyl-D-glucal to 2,3-unsaturated glycosides by using triflic acid on SiO2 as catalyst has been established. A series of 2,3-unsaturated glucosides were synthesized in good yield and high anomeric selectivity under transition metal-free conditions.