130156-82-0

Upstream product

• 100-39-0 benzyl bromide 
• 106137-27-3 exo-2,3-bis(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-ene 
• 6118-51-0 exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride 
• 110-00-9 furan 
• 70677-94-0 1,4-di(benzyloxy)but-2,3-ene 

Downstream Products

• 1567316-98-6 4-[(1S,2R,4S,5S,6R)-5,6-bis{(benzyloxy)methyl}-7-oxabicyclo[2.2.1]heptan-2-yl]morpholine 
• 1006380-48-8 C₂₅H₃₀O₄Si 
• 1006380-47-7 ((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol 
• 1006380-46-6 ((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol 
• 1006380-62-6 (1R,2R,5R,6S)-5,6-bis((benzyloxy)methyl)-2-((dimethyl(phenyl)silyl)methyl)cyclohex-3-enol 
• 1006380-45-5 (1S,2S,5S,6R)-5,6-bis((benzyloxy)methyl)-2-((dimethyl(phenyl)silyl)methyl)cyclohex-3-enol 
• 1006380-59-1 (1R,2R,4aS,7S,8S,8aR)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-7-((dimethyl(phenyl)silyl)methyl)-8-((4-methoxybenzyl)oxy)-1,2,4a,7,8,8a-hexahydronaphthalen-1-ol 
• 1006380-58-0 (1R,2S,4aS,7S,8S,8aR)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-7-((dimethyl(phenyl)silyl)methyl)-8-((4-methoxybenzyl)oxy)-1,2,4a,7,8,8a-hexahydronaphthalen-1-ol 
• 1006380-57-9 (1S,2S,4aS,7S,8S,8aR)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-7-((dimethyl(phenyl)silyl)methyl)-8-((4-methoxybenzyl)oxy)-1,2,4a,7,8,8a-hexahydronaphthalen-1-ol 
• 1006380-56-8 (1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol 
• 142634-38-6 (5R*,6S*)-5,6-bis(benzyloxymethyl)cyclohexa-1,3-diene 

Relevant academic research and scientific papers

Palladium-Catalyzed [2+1] Cycloadditions Affording Vinylidenecyclopropanes as Precursors of 7-Membered Carbocycles

Palladium(II) acetate in association with secondary phosphine oxides provides an efficient catalytic system for [2+1] cycloadditions starting from oxanorbornene derivatives and tertiary propargyl esters giving rise to vinylidenecyclopropanes. This reaction is specific to bidentate phosphinito-phosphinous acid ligands generated from secondary phosphine oxides. The [2+1] cycloaddition was found broad in scope with a high tolerance to various functional groups. Moreover, vinylidenecyclopropanes were straightforwardly converted into oxabicyclo[3.2.1]oct-2-ene derivatives through a palladium-catalyzed ring-expansion. Finally, the oxa bridge cleavage of oxatricyclic compounds yields functionalized 7-membered carbocycles.

Copper-catalyzed enantioselective formal hydroamination of oxa- and azabicyclic alkenes with hydrosilanes and hydroxylamines

A CuCl/(R,R)-Ph-BPE-catalyzed enantioselective formal hydroamination of oxa- and azabicyclic alkenes with polymethylhydrosiloxane (PMHS) and O-benzoylhydroxylamines has been developed. The efficient and stereoselective net addition of hydrogen and nitrogen atoms provides the corresponding optically active oxa- and azanorbornenyl- and -norbornanylamines in good yields and good enantiomeric ratios.

Convenient synthesis of meso-cyclohexa-1,3-dienes by one-pot two-step deoxygenation of 7-oxabicyclo[2.2.1]hept-2-enes

Iron(III) hydroxide oxide was found to be an efficient catalyst for the ring-opening reaction of 5,6-cis-disubstituted 7-oxabicyclo[2.2.1]hept-2-enes with acetyl bromide in dichloromethane at room temperature to give cyclohexene derivatives with leaving groups (acetoxy or bromo groups) disposed on each allylic position. A successive one-pot treatment of the reaction mixture with zinc powder and tetrahydrofuran successfully induced reductive 1,4-elimination to afford synthetically useful 5,6-disubstituted mesocyclohexa-1,3-dienes in good-to-high yields. Georg Thieme Verlag Stuttgart.