55423-53-5

Upstream product

• 6118-51-0 exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride 
• 115888-24-9 5,6-bis-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ene 
• 81486-04-6 2-endo,3-exo-Bis(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-5-ene 
• 145-73-3 (+)-7-Oxanorbornan-trans-2,3-dicarbonsaeure 
• 81486-09-1 (2-endo,3-exo)-7-oxabicyclo<2.2.1>hept-5-ene-2,3-bis(carbonyl chloride) 
• 5629-08-3 (1S,3S,4R)-7-Oxa-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid 
• 1984-43-6 dimethyl 7-oxabicyclo[2.2.1]hept-5-ene exo,exo-2,3-dicarboxylate 

Downstream Products

• 96261-24-4 2exo,3exo-bis-(phenylcarbamoyloxy-methyl)-7-oxa-norbornane 
• 70120-28-4 (3aα,4α,7α,7aα)-1-hydroxyhexahydro-4,7-epoxyisobenzofuran 
• 6253-21-0 3α-hydroxymethyl-7α-oxabicyclo[2.2.1]heptane-2α-carboxylic acid lactone 
• 53011-95-3 2,3-dimethylene-7-oxabicyclo<2.2.2>heptane 
• 95-13-6 1-indene 
• 98652-59-6 (1S*,2S*,7R*,8R*,9R*)-2-methyl-8,9-bis(phenylsulfonyl)tricyclo<6.2.2.0^1.6>undeca-5,10-diene 
• 98652-59-6 (1S*,2S*,7R*,8S*,9S*)-2-methyl-8,9-bis(phenylsulfonyl)tricyclo<6.2.2.0^1.6>undeca-5,10-diene 
• 98652-56-3 4-phenyl-5,6-dihydro-4H-indene 
• 108635-92-3 1-ethynyl-2-pentylbenzene 
• 97909-51-8 (2-endo,3-exo)-7-oxabicyclo<2.2.1>heptane-2,3-dimethanol bis(4-methylbenzenesulfonate) 

Relevant academic research and scientific papers

Method for Preparing Curable Bicyclic Compound Derived from Biomass

The present invention relates to a curable bicyclic compound derived from biomass, solvent-free curable composition and a method for preparing thereof. The curable compound derived from biomass according to the invention comprises a bicycle structure, to which one of two epoxide functional groups are bonded.

[4 + 2] Cycloadditions of rigid s-cis dienes to C60. A synchronous Diels-Alder reaction

(Matrix presented) The Diels-Alder reaction of rigid s-cis dienes with C60 occurs by a concerted mechanism, via a symmetrical transition state.

TANDEM CYCLOADDITION-ENZYMATIC TRANSESTERIFICATION. AN ENANTIOSELECTIVE DIELS-ALDER REACTION EQUIVALENT

Tandem cycloaddition-enzymatic transesterification with pancreatic pig lipase or the lipase from Candida ciclindracea carried out in ethyl, vinyl, or isopropenyl acetate gives rise to optically active Diels-Alder type derivatives from symmetrical precursors with both high enantioselectivity and chemical yield.

THE 1,7-CYCLOHEXENONORBORNADIENE SYSTEM

2,3-Dimethylene-7-oxabicycloheptane, available by reduction and dehydration of the furan-fumaroyl chloride Diels-Alder adduct, undergoes ready dibromocyclopropanation at one of its exocyclic double bonds.The corresponding carbenoid, generated by reaction of the dibromide with 4 equiv of an organolithium reagent, undergoes the Skatteboel rearrangement to provide a fused cyclopentadiene ring which is immediately deprotonated.This anion fragments to a fulvene alkoxide to which the organolithium reagent subsequently adds.The resulting anion, namely 9, provides fulvenes of type 3 on workup.The use of 3 as a diene in Diels-Alder cycloadditions is demonstrated by the condensation of methyl derivative 3a with dimethyl acetylenedicarboxylate and (E)-1,2-bis(phenylsulfonyl)ethylene.The question of face selectivity is raised.For the bissulfone adducts 21 and 22, reductive desulfonylation with 1-2percent sodium amalgam delivers hydrocarbon 23, the first known member of the 1,7-cycloalkenonorbornadiene class of molecules. (13)C-NMR measurements show that 23 is as polarized as its simple non-annulated prototype and is unstrained.