86049-39-0

Upstream product

• 86049-38-9 5-((benzyloxy)methyl)-furan-2-carbaldehyde 
• 67-47-0 5-hydroxymethyl-2-furfuraldehyde 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 16361-14-1 2-benzyloxymethylfuran 
• 98-00-0 (2-furyl)methyl alcohol 

Downstream Products

• 1051917-57-7 2-((benzyloxy)methyl)-5-phenylfuran 
• 86049-54-9 methyl 3,4,5-tri-O-acetyl-1-O-benzyl-α-D,L-tagatopyranoside 
• 86049-54-9 methyl 3,4,5-tri-O-acetyl-1-O-benzyl-β-D,L-fructopyranoside 
• 86049-54-9 methyl 3,4,5-tri-O-acetyl-1-O-benzyl-α-D,L-sorbopyranoside 
• 86049-47-0 methyl 5-O-acetyl-3,4-anhydro-1-O-benzyl-β-D,L-ribo-hex-2-ulopyranoside 
• 86049-47-0 methyl 5-O-acetyl-3,4-anhydro-1-O-benzyl-β-D,L-lyxo-hex-2-ulopyranoside 
• 86049-47-0 methyl 5-O-acetyl-3,4-anhydro-1-O-benzyl-α-D,L-ribo-hex-2-ulopyranoside 
• 86049-42-5 methyl 5-O-acetyl-1-O-benzyl-3,4-dideoxy-D,L-glycero-hex-3-en-2-ulopyranoside β 
• 86049-42-5 methyl 5-O-acetyl-1-O-benzyl-3,4-dideoxy-D,L-glycero-hex-3-en-2-ulopyranoside α 
• 86049-46-9 methyl 3,4-anhydro-1-O-benzyl-β-D,L-ribo-hex-2-ulopyranoside 
• 86049-46-9 (1R,2S,5S,6R)-2-Benzyloxymethyl-2-methoxy-3,7-dioxa-bicyclo[4.1.0]heptan-5-ol 
• 86049-46-9 methyl 3,4-anhydro-1-O-benzyl-α-D,L-ribo-hex-2-ulopyranoside 
• 62130-92-1 methyl 1-O-benzyl-3,4-dideoxy-β-D,L-glycero-hex-3-en-2-ulopyranoside 
• 62130-92-1 methyl 1-O-benzyl-3,4-dideoxy-α-D,L-glycero-hex-3-en-2-ulopyranoside 

Relevant academic research and scientific papers

Palladium-Catalyzed Cross-Coupling of Furfuryl Alcohols with Arylboronic Acids via Aromatization-Driven Carbon?Carbon Bond Cleavage to Synthesize 5-Arylfurfuryl Alcohols and 2,5-Diaryl Furans

Herein we report a protocol for novel palladium-catalyzed cross-coupling reactions of sustainably produced primary furfuryl alcohols with arylboronic acids to deliver 5-arylfurfuryl alcohols and 2,5-diaryl furans. Hammett plot analysis suggested that the reaction mechanism involved aromatization-driven cleavage of the carbon?carbon bond of a furan oxonium ion intermediate. This protocol provides a simple, practical way to transform 5-hydroxymethylfurfural into useful compounds. (Figure presented.).

STEREOSPECIFIC SYNTHESIS OF METHYL D,L-HEX-2-ULOPYRANOSIDES FROM FURAN COMPOUNDS

2-Benzyloxymethyl-5-hydroxymethylfuran was converted, according to the known method, into methyl 1-O-benzyl-3,4-dideoxy-D,L-hex-3-en-2-ulopyranos-5-ulose.Reduction of the latter and hydroxylation or epoxidation, followed by the oxirane ring opening, afforded the title compounds with α-sorbo-, β-fructo-, α-tagato- and α-psico- configuration.The steric course of reduction, hydroxylation and epoxidation reactions were examined.