108671-50-7

Upstream product

• 117307-17-2 phenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-glucopyranoside sulfoxide 
• 79-22-1 methyl chloroformate 
• 108671-49-4 1,5-anhydro-3,4,6-tri-O-benzyl-1,2-dideoxy-1-phenylsulfinyl-D-arabino-hex-1-enitol 
• 38184-10-0 phenyl 2,3,4,5-tetra-O-benzyl-1-thio-β-D-glucopyranoside 

Downstream Products

• 108671-51-8 1,5-anhydro-3,4,6-tri-O-benzyl-1,2-dideoxy-2-methoxycarbonyl-D-arabino-hex-1-enitol 
• 132774-78-8 1,5-anhydro-3,4,6-tri-O-benzyl-1-deutero-1,2-dideoxy-2-methoxycarbonyl-D-arabino-hex-1-enitol 

Relevant academic research and scientific papers

Functionally Substituted Vinyl Carbanions, 43. Convenient Transformation of Hexopyranosides into α-Methylene δ-Lactone Derivatives

Treatment of glycopyranosyl phenyl sulfoxides 2ah, l, 2bh, l with two equivalents of lithium diisopropylamide provides directly the C-2-lithiated glycal intermediates 3aAh, l, 3bAh, l which, on reaction with formaldehyde as electrophile, furnish the 2-hyd

DIRECT LITHIATION OF GLYCALS. SYNTHESIS OF C-2 BRANCHED SUGARS

Direct lithiation at the C-2 atom of 1-phenylsulfinyl substituted glucals 4a,b can be readily performed with LDA as indicated by reactions of different C-electrophiles.Ohenylsulfinyl group removal takes place in the aldehyde reaction products by simple th