86883-47-8Relevant academic research and scientific papers
A significant effect of a lithium salt in the stereocontrolled synthesis of α-D-ribofuranosides
Uchiro, Hiromi,Mukaiyama, Teruaki
, p. 271 - 272 (1996)
Lithium bis[(trifluoromethyl)sulfonyl]imide was found to be a new and effective additive in the stereocontrolled synthesis of α-D-ribofuranosides from 2,3,5-tri-O-benzyl-D-ribofuranose and several alcohols while β-anomers were formed in the absence of the
Dehydrative glycosylation of tri-O-benzylated 1-hydroxyribofuranose catalyzed by a copper(II) complex
Suzuki, Takeyuki,Watanabe, Shoko,Yamada, Taichiro,Hiroi, Kunio
, p. 2561 - 2563 (2007/10/03)
A phosphine/Cu(II) complex catalyzes the dehydrative glycosylation of tri-O-benzylated 1-hydroxyribofuranose to give the ribofuranoside with high stereoselectivity.
Perchloric acid in 1,4-dioxane and perfluorooctanesulfonic acid as practical catalysts for the stereoselective glycosylation of 1-O- acetylglycosides
Yokoyama, Yasuo,Hanamoto, Takeshi,Jin, Xiu Lan,Jin, Yong Zhi,Inanaga, Junji
, p. 1203 - 1206 (2007/10/03)
A perchloric acid solution in 1,4-dioxane and perfluorooctanesulfonic acid was found to be practical catalysts for the stereoselective glycosylation of 1-O-acetylglycosides. Either the α- or β-anomer of the disaccharide, methyl 2,3,4-tri-O-benzyl-6-O-(2,3,5-tri-O-benzyl-D- ribofuranosyl)-α-D-glucopyranoside, was synthesized with complete stereoselectivities simply by changing the solvent. Epimerization of the kinetic product can effectively be suppressed in ether by the excess use of the polyoxygenated substrates.
Trityl salt catalyzed stereoselective glycosylation of alcohols with 1-hydroxyribofuranose
Uchiro, Hiromi,Mukaiyama, Temaki
, p. 79 - 80 (2007/10/03)
In the presence of a catalytic amount of several trityl salts, 2,3,5-tri-O-benzyl-D-ribofuranose smoothly reacted with alcohols to give various β-ribofuranosides in high yields with high stereoselectivity while reversed stereoselectivity was observed in t
Stereoselective syntheses of α-D- and β-D-ribofuranosides catalyzed by the combined use of silver salts and their partners
Shimomura,Mukaiyama
, p. 2532 - 2541 (2007/10/02)
α-D-Ribofuranosides are stereoselectively synthesized in high yields from 2,3,5-tri-O-benzyl-1-O-iodoacetyl-D-ribofuranose (1) and trimethylsilylated nucleophiles by the use of silver salts in the coexistence of 3 molar amounts of lithium perchlorate, whi
An efficient glycosylation reaction of 1-hydroxy sugars with various nucleophiles using a catalytic amount of activator and hexamethyldisiloxane
Mukaiyama,Matsubara,Hora
, p. 1368 - 1373 (2007/10/02)
In the presence of hexamethyldisiloxane and anhydrous calcium sulfate, a catalytic amount of activator such as tin(II) trifluoromethanesulfonate, ytterbium trifluoromethanesulfonate, lanthanum trifluoromethanesulfonate or tin(II) chloride smoothly promote
Tin(II) Chloride Catalyzed Synthesis of Ribofuranosides
Shimomura, Naoyuki,Saitoh, Masahiro,Mukaiyama, Teruaki
, p. 433 - 436 (2007/10/02)
Catalytic synthesis of several D-ribofuranosides from 2,3,5-tri-O-benzyl-1-O-iodoacetyl-D-ribofuranose and trimethylsilylated nucleophiles such as 3β-cholestanyl trimethylsilyl ether and phenyl trimethylsilyl sulfide is efficiently promoted by tin(II) chl
Catalytic Stereoselective Synthesis of α- or β-Ribofuranosides by Combined Use of Silver Salts and Lithium Perchlorate or Diphenyltin Sulfide
Mukaiyama, Teruaki,Shimomura, Naoyuki
, p. 781 - 784 (2007/10/02)
Catalytic stereoselective synthesis of 1,2-cis- or 1,2-trans-ribofuranosides from 1-O-iodoacetylribofuranose and alkyl trimethylsilyl ethers is efficiently promoted by combined use of silver salts and lithium perchlorate or diphenyltin sulfide (Ph2Sn=S) u
An Efficient Method for the Stereoselective Synthesis of β-D- and α-D-Ribofuranosides from 2,3,5-Tri-O-benzyl-D-ribofuranose by the Use of oxotitanium and Trifluoromethanesulfonic Anhydride
Suda, Shinji,Mukaiyama, Teruaki
, p. 1211 - 1215 (2007/10/02)
β-D-Ribofuranoside are stereoselectively synthesized in high yields directly from 2,3,5-tri-O-benzyl-D-ribofuranose and trimethylsilylated nucleophiles by the use of oxotitanium and trifluoromethanesulfonic anhydride, while α-D-ribof
Catalytic Synthesis of β-D-Ribofuranosides from D-Ribofuranose and Alcohols
Shimomura, Naoyuki,Mukaiyama, Teruaki
, p. 1941 - 1944 (2007/10/02)
Catalytic synthesis of β-D-ribofuranosides from C-1 free ribofuranose, 2,3,5-tri-O-benzyl-D-ribofuranose, and alcohols is efficiently performed by combined use of silver salts and Lawesson's reagent, 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-
