121386-93-4Relevant academic research and scientific papers
Stereocontrolled Synthesis of C-Glycosides by Reaction of Organocuprates with Protected 1,2-Anhydro Sugars, and their Transformation into 2-Deoxy-C-glycosides
Bellosta, Veronique,Czernecki, Stanislas
, p. 199 - 200 (1989)
The reaction of protected 1,2-anhydro sugars with organocuprates provides a new stereocontrolled synthesis of C-glycosides, the deoxigenation of which affords 2-deoxy-C-glycosides in high yield.
Stereochemical control in the oxymercuration of 5-alken-1-ols
Tius, Marcus A.,Busch-Petersen, Jakob
, p. 5181 - 5184 (1994)
The axial preference which had been observed during the intramolecular reaction of cannabinoid precursors 2 and 3 is not a heteroatom-mediated directing effect. Rather, it reflects a kinetic preference which may be related to the anomeric effect.
Diastereoselective Free-Radical Reactions. Part 2. Synthesis of 2-Deoxy-β-C-pyranosides by Diastereoselective Hydrogen-Atom Transfer
Crich, David,Lim, Linda B. L.
, p. 2205 - 2208 (2007/10/02)
C-Glycosides of 2,3-dideoxy-arabino-heptulosonate esters are prepared from the corresponding 2,3-dideoxy-1-phenylsulphonyl derivatives by reductive desulphonylation with lithium naphthalenide and quenching of the so-formed enolate with appropriate alkyl h
Synthesis of 2-deoxy-β-C-pyranosides by diastereoselective hydrogen atom transfer
Crich, David,Lim, Linda B. L.
, p. 1897 - 1900 (2007/10/02)
2-Deoxy-β-C-pyranosides are synthesized by sequential treatment of methyl 3-deoxy-2-phenylsulphonyl-4,5,7-tri-O-benzyl-D-arabino-heptulosonate with lithium naphthalenide and an alkyl halide followed by saponification and reductive decar□ylation. (Chemical
