104873-11-2

Upstream product

• 104322-42-1 (-)-(2S)-benzyloxy-2,5-dihydrofuran-4-carboxaldehyde 
• 542-92-7 cyclopenta-1,3-diene 
• 136984-98-0 benzyl 2,3-anhydro-α-L-ribopyranoside 

Downstream Products

• 104816-21-9 (+)-(1S,2S,5S,6S,7R)-2-(hydroxymethyl)-5-(benzyloxy)-4-oxatricyclo<5.2.1.0^2,6>dec-8-ene 
• 104816-22-0 C₁₇H₂₀O₄ 

Relevant academic research and scientific papers

Carbohydrate-Derived Chiral Furanosidic α,β-Unsaturated Aldehydes in Conjugate and Diels-Alder Addition Reactions. Steric Hindrance by the Anomeric Substituent

The title aldehydes (1r, 1s, 2, and 3) underwent virtually diastereospecific conjugate addition by lithium methylcyanocuprate.The bulkiness of the anomeric benzyloxy or methoxy groups direct the attacking nucleophile to the less hindered side of the furan

ASYMMETRIC DIELS-ALDER REACTION BETWEEN THE CHIRAL ISOPRENE UNITS 2-(R)-AND (S)-BENZYLOXY-2,5-DIHYDRO-4-FURANCARBOXALDEHYDE AND CYCLOPENTADIENE

The title Diels-Alder reaction gave a mixture of enantiomerically pure adducts with complete norbornane-type monoterpene skeletons.The exo/endo ratio of the products changed from approximately 4:1 at 5 deg to 2:1 at 165 deg.