500187-72-4

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 500187-74-6 (2R,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol 
• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 69940-04-1 (R)-1-[(3aR,5R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol 
• 500187-73-5 C₃₁H₃₆O₁₁S₂ 
• 500187-71-3 tert-Butyl-[(2S,3R,4R,5R)-2-methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-yloxy]-dimethyl-silane 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 2595-05-3 Diacetone D-glucose 
• 69940-02-9 3-O-(4-Methoxybenzyl)-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 
• 500187-70-2 (2S,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol 
• 205934-53-8 (3aR,5R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-5-vinyltetrahydrofuro[2,3-d][1,3]dioxole 
• 2746-25-0 p-Methoxybenzyl bromide 
• 620630-82-2 1,2 5,6-O-di(isopropylidene)-α-D-allofuranose 

Downstream Products

• 847670-54-6 (1S,2S,4S,5S)-3-(4-methoxybenzyloxy)cyclooctane-1,2,4,5-tetraol 
• 847670-53-5 (1S,2S,3R,4S,5S)-3-(4-methoxybenzyloxy)-4-(tert-butyldimethylsilanyloxy)cyclooctane-1,2,5-triol 
• 500187-76-8 (1R,2R,3R,4R)-3-(4-methoxybenzyloxy)-2-((tert-butyl)dimethylsilyloxy)-1-(2-trimethylsilylethynyl)-4-vinylcyclobutanol 
• 85866-03-1 cyclooctane-1,2,3-triol 
• 85866-03-1 (1R,3R)-cyclooctane-1,2,3-triol 
• 500187-80-4 (1R,2R,3R,4R)-3-(4-Methoxy-benzyloxy)-1-prop-1-ynyl-4-vinyl-cyclobutane-1,2-diol 
• 500187-81-5 (1R,2R,3R,4R)-3-(4-Methoxy-benzyloxy)-1-phenylethynyl-4-vinyl-cyclobutane-1,2-diol 
• 500187-77-9 (1R,2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-1-prop-1-ynyl-4-vinyl-cyclobutanol 
• 500187-78-0 (1R,2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-1-phenylethynyl-4-vinyl-cyclobutanol 

Relevant academic research and scientific papers

From common carbohydrates to enantiopure cyclooctane polyols and glycomimetics via deoxygenative zirconocene ring contraction

D-Arabinose and D-glucose are transformed into the identical vinyl furanoside, whose role is to serve as the precursor to enantiopure cyclooctadienone 6. The key steps of this relay involve a zirconocene-promoted ring contraction and [3,3] sigmatropic rea

Zirconocene-mediated route to enantiopure 9-oxabicyclononanes functionalized on both carbon bridges

(Matrix presented) A zirconocene-mediated ring contraction of 4-vinylfuranosides generated either from D-arabinose or D-glucose is followed by sequential oxidation to the ketone and alkynyl Grignard addition. The resulting cis-cyclobutanediols are subjected in turn to thermal rearrangement and intramolecular oxymercuration-demercuration. The regiochemistry of the final ring closure is controlled by the nature of R.