71119-79-4Relevant academic research and scientific papers
A general approach to C-Acyl glycosides via palladium/copper Co-catalyzed coupling reaction of glycosyl carbothioates and arylboronic acids
Wang, Li-Na,Niu, You-Hong,Cai, Qing-Hui,Li, Qin,Ye, Xin-Shan
, (2021/02/03)
A general and efficient approach to the synthesis of various C-acyl glycosides has been developed via Pd2(dba)3/CuTC co-catalyzed cross-coupling reaction of glycosyl carbothioates with arylboronic acids. The reaction showed a broad s
Addition of Organozinc Reagents to Glycopyranosyl Cyanides: Access to Keto Ester-C-glycosides or Unsaturated Acyl-C-glycosides
Ella Obame, Idriss,Ireddy, Prathap,Guisot, Nicolas E. S.,Nourry, Arnaud,Saluzzo, Christine,Dujardin, Gilles,Dubreuil, Didier,Pipelier, Muriel,Guillarme, Stéphane
, p. 1735 - 1738 (2018/04/24)
Addition of Reformatsky-type or allylic zinc reagents to 2,3,4,6-tetra-O-benzylglycopyranosyl cyanides led to keto ester-C-glycosides or unsaturated acyl-C-glycosides in moderate to excellent yields in the galactose, glucose, and mannose series.
Improved preparation of 4(5)-aryl-2-(β-d-glucopyranosyl)-imidazoles, the most efficient glucose analogue inhibitors of glycogen phosphorylase
Szennyes, Eszter,Bokor, éva,Batta, Gyula,Docsa, Tibor,Gergely, Pál,Somsák, László
, p. 94787 - 94794 (2016/10/21)
The synthesis of 4(5)-aryl-2-(β-d-glucopyranosyl)-imidazoles, the currently most efficient glucose derived inhibitors of glycogen phosphorylase enzymes was amended and extended by using O-perbenzylated β-d-glucopyranosyl cyanide as the starting material.
Efficient stereocontrolled synthesis of C-glycosides using glycosyl donors substituted by propane 1,3-diyl phosphate as the leaving group
Singh, Gurdial,Vankayalapati, Hariprasad
, p. 1727 - 1735 (2007/10/03)
α- and β-Glycosyl cyanides, per-O-acetyl-1,2-O-1-cyanoethylidenes and C-allyl glycopyranosides were efficiently prepared by treatment of 2,3,4-tri-O-acetyl-α,β-L-rhamno-, L-fuco- and 2,3,4,6-tetra-O-acetyl-α,β-D-galactopyranosyl propane-1,3-diyl phosphate
Synthesis of Glycosyl Cyanides by the Reaction of 1-S-Phosphorothioates of Carbohydrates with Trimethylsilyl Cyanide
Kudelska, Wieslawa
, p. 1277 - 1280 (2007/10/03)
A new procedure is described for the synthesis of α,β-glycosyl cyanides by the reaction of per-O-benzylated S-α-D-glycopyranosyl phosphorothioates with trimethylsilyl cyanide in the presence of Lewis acid. Starting S-glycosyl phosphorothioates are prepare
A concise synthesis of α-glycosyl cyanides
Igarashi, Yasuhiro,Shiozawa, Tatsushi,Ichikawa, Yoshitaka
, p. 613 - 616 (2007/10/03)
A simple procedure has been developed for the synthesis of α-glycosyl cyanides: reactions of O-benzylated ethyl 1-thio-glycosides of L-fucose and D-glucose, with TMSCN and MeOTf in ether exclusively gave the corresponding α-glycosyl cyanides in good yield
O-Glycosyl Imidates, 19. - Reactions of Glycosyl Trichloroacetimidates with Silylated C-Nucleophiles
Hoffmann, Michael G.,Schmidt, Richard R.
, p. 2403 - 2419 (2007/10/02)
Reaction of O-benzyl-protected α-glycopyranosyl trichloroacetimidates 1 and the xylo analogues 7 with silyl enol ethers or allyltrimethylsilane as C-nucleophiles yields with zink chloride as catalyst mainly or exclusively α-C-glycosides (5a-α to 5h-α, 8b,
Reactions of Glycosyl Fluorides. Synthesis of C-Glycosides
Nicolaou, K. C.,Dolle, Roland E.,Chucholowski, Alexander,Randall, Jared L.
, p. 1153 - 1154 (2007/10/02)
Glycosyl fluorides were found to react with a number of nucleophilic reagents with or without catalysis leading to a variety of C-glycosides and related compounds.
