70849-15-9Relevant academic research and scientific papers
Palladium-controlled β-selective glycosylation in the absence of the C(2)-ester participatory group
Mensah, Enoch A.,Azzarelli, Joseph M.,Nguyen, Hien M.
supporting information; body text, p. 1650 - 1657 (2009/07/10)
The development of a new glycosylation method for the stereoselective synthesis of β-glycosides in the absence of the traditional C(2)-ester neighboring group effect is described. This process relies on the ability of the cationic palladium catalyst, Pd(P
Tandem catalysis strategy for direct glycosylation of 1-hydroxy sugars. Methoxyacetic acid as an effective catalytic mediator
Yokoyama, Yasuo,Hanamoto, Takeshi,Suzuki, Shoko,Shimizu, Kosuke,Furuno, Hiroshi,Inanaga, Junji
scheme or table, p. 967 - 983 (2009/12/09)
1-Hydroxy sugars were dehydratively coupled with a variety of alcohols including thiophenol in the presence of a catalytic amount of ytterbium(III) triflate [Yb(OTf)3] and methoxyacetic acid to give the corresponding glycosides in good to excel
Cationic palladium(II)-catalyzed stereoselective glycosylation with glycosyl trichloroacetimidates
Yang, Jaemoon,Cooper-Vanosdell, Colleen,Mensah, Enoch A.,Nguyen, Hien M.
, p. 794 - 800 (2008/09/18)
(Chemical Equation Presented) The development of a new method for stereoselective glycosylation with glycosyl trichloroacetimidate donors employing cationic palladium(II), Pd(CH3CN)4(BF 4)2, is described. This p
Sulfoxide Covalent Catalysis: Application to Glycosidic Bond Formation
Boebel, Timothy A.,Gin, David Y.
, p. 5874 - 5877 (2007/10/03)
A versatile glycosylation reaction is used to establish the process of sulfoxide covalent catalysis. Hemiacetals are activated by benzenesulfonic anhydride and a dialkyl sulfoxide catalyst, nBu2SO, for coupling with various nucleophiles (Nu; se
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
New Synthetic Methods and Reagents for Complex Carbohydrates. VII. Syntheses and Glycosylation Reactions of Glycopyranosyl Dimethylphosphinothioate Series Having a Nonparticipating Group at the C-2 Position
Yamanoi, Takashi,Nakamura, Kazumi,Sada, Shuji,Goto, Masahiro,Furusawa, Yoji,et al.
, p. 2617 - 2622 (2007/10/02)
Several glycopyranosyl dimethylphosphinothioates having a nonparticipating group at the C-2 position could be easily prepared by reactions of the corresponding glycopyranose and dimethylphosphinothioyl chloride using butyllithium as a base in tetrahydrofu
Catalytic Stereoselective Synthesis of α- or β-Glucosides Using a Single Glycosyl Donor, 1-O-2'-(2'-Methoxyethoxy)acetyl-Glucopyranose Derivative
Matsubara, Koki,Sasaki, Takenori,Mukaiyama, Teruaki
, p. 1373 - 1376 (2007/10/02)
In the presence of a catalytic amount of active acidic species generated from SnCl4 and AgClO4, various α-glucosides are stereoselectively synthesized in excellent yields from 1-O-2'-(2'-methoxyethoxy)acetyl-2,3,4,6-tetra-O-benzyl-D-glucopyranose and alky
Stereoselective Glycosylation Reaction Starting from 1-O-Trimethylsilyl Sugars by Using Diphenyltin Sulfide and a Catalytic Amount of Active Acidic Species
Mukaiyama, Teruaki,Matsubara, Koki
, p. 1041 - 1044 (2007/10/02)
1,2-trans-Ribofuranosides are stereoselectively synthesized from 1-O-trimethylsilyl ribofuranose and trimethylsilyl ethers in the presence of a catalytic amount of Me3SiOTf using Ph2Sn=S as an additive, while 1,2-cis-ribofuranosides and 1,2-cis-glucopyran
A novel glycosidation promoted by the combination of trimethylsilyl halide and zinc triflate
Higashi,Susaki
, p. 2019 - 2022 (2007/10/02)
A novel glycosidation method has been developed which utilizes a trimethylsilyl halide-zinc triflate catalyst system to activate various benzyl-protected fucosyl, glucosyl and galactosyl esters. The promoter system was extended to use benzyl-protected alk
