616239-54-4

Upstream product

• 1017266-40-8 C₉H₁₂OZn 
• 74372-90-0 3,4,6-tri-O-benzyl-D-glucal epoxide 
• 5720-07-0 4-methoxyphenylboronic acid 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 616239-52-2 ((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yloxy)-diethyl-(4-methoxy-phenyl)-silane 
• 616239-51-1 ((2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-pent-4-enyloxy-tetrahydro-pyran-3-yloxy)-(4-methoxy-phenyl)-dimethyl-silane 

Downstream Products

• 38714-71-5 (2R,3R,4R,5S,6R)-acetic acid 4,5-diacetoxy-2-acetoxymethyl-6-(4-methoxyphenyl)tetrahydropyran-3-yl ester 
• 117772-56-2 (2R,3S,4R,5R,6R)-2-Hydroxymethyl-6-(4-methoxy-phenyl)-tetrahydro-pyran-3,4,5-triol 

Relevant academic research and scientific papers

Organo-zinc Promoted Diastereoselective C-Arylation of 1,2-Anhydrosugars from Arylboronic Acids

α-C-arylglycosides can be obtained through the addition of aryl zinc reagents to sugar epoxides. The required aryl zinc nucleophiles can be easily obtained from the corresponding boronic acids by B-Zn exchange and attack sugar 1,2 epoxides in a highly diastereoselective fashion to generate 1,2-cis-α-hexapyranosyl aryl glycosides under ligand- and base-free conditions.

Stereodirected synthesis of aryl α-C-glycosides from 2-O-arylsilyl-glucopyranosides

(Matrix presented) An efficient procedure for the stereoselective synthesis of aryl α-C-glycosides is presented. The key step of the method is the intramolecular delivery of the aryl group from a 2-O-aryldialkylsilyl substituent to the anomeric carbon by