144101-21-3

Upstream product

• 117249-17-9 3,4-di-O-benzyl-L-rhamnal 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 144100-92-5 C₃₁H₄₁N₂O₆PS 
• 236428-82-3 3,4-di-O-benzyl-2,6-dideoxy-L-rhamnopyranosyl N,N-diethyldithiocarbamate 
• 144101-13-3 (3aR,5R,5aS,8aS,8bR)-5-[(2R,3S,4R,5S,6S)-4,5-Bis-benzyloxy-3-(4-methoxy-phenylsulfanyl)-6-methyl-tetrahydro-pyran-2-yloxymethyl]-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran 

Relevant academic research and scientific papers

Stereoselective organocatalyzed glycosylations-thiouracil, thioureas and monothiophthalimide act as Br?nsted acid catalysts at low loadings

Thiouracil catalyzes stereoselective glycosylations with galactals in loadings as low as 0.1 mol%. It is proposed that in these glycosylations thiouracil, monothiophthalimide, and the previously reported catalyst, Schreiner's thiourea, do not operate via

Stereoselective Synthesis of 2-Deoxyglycosides from Glycals by Visible-Light-Induced Photoacid Catalysis

The direct, photoacid-catalyzed synthesis of 2-deoxyglycosides from glycals is reported. A series of phenol-conjugated acridinium-based organic photoacids were rationally designed, synthesized, and studied alongside the commercially available phenolic catalyst eosin Y. In the presence of such a photoacid catalyst and light, synthetic glycals were activated and coupled with a range of alcohols to afford 2-deoxyglycosides in good yields and with excellent α-selectivity.

2-Deoxyglycosyl 3-benzoylpropionates as novel donors for the direct and stereoselective synthesis of 2-deoxy-glycosides

Lewis acid mediated stereoselective synthesis of 2-deoxy-O-glycosides has been demonstrated using 2-deoxyglycosyl 3-benzoylpropionates as novel glycosyl donors. These newly developed donors are easily synthesized from simple glycals, are stable at room te

Reagent-Controlled α-Selective Dehydrative Glycosylation of 2,6-Dideoxy- and 2,3,6-Trideoxy Sugars

We have found that activating either 2,3-bis(2,3,4-trimethoxyphenyl)cyclopropenone or 2,3-bis(2,3,4-trimethoxyphenyl)cyclopropene-1-thione with oxalyl bromide results in the formation of a species that promotes the glycosylation between 2,6-dideoxy-sugar hemiacetals and glycosyl acceptors in good yield and high α-selectivity. Both reactions are mild and tolerate a number of sensitive functional groups including highly acid-labile 2,3,6-trideoxy-sugar linkages.

Stereoselective synthesis of 2-deoxyglycosides by use of 2-deoxypyranosyl dithiocarbamates as donors

Glycosides, derivatives of 2-deoxysugars can be conveniently prepared by treatment of glycosyl dithiocarbamates (glycosyl donors) with hydroxy compounds (glycosyl acceptors) in the presence of thiophilic compounds as activators.

A Stereocontrolled Construction of 2-Deoxy-β-glycosidic Linkages via 1,2-trans-β-Glycosidation of 2-Deoxy-2-glycopyranosyl N,N,N',N'-Tetramethylphosphoroamidates

A stereocontrolled synthesis of 2-deoxy-β-glycosides has been achieved by developing a salient 1,2-trans-glycosidation method with 2-deoxy-2-glycopyranosyl N,N,N',N'-tetramethylphosphoroamidates as glycosyl donors followed by a redu