16327-40-5

Upstream product

• 1755-01-7 endo-Dicyclopentadien 
• 638-38-0 manganese triacetate 
• 5530-96-1 endo-tricyclo[5.2.1.0(2,6)]deca-4,8-dien-3-one 
• 875-20-7 3a,4,7,7a-tetrahydro-1H-4,7-methanoinden-1-ol 
• 75-36-5 acetyl chloride 
• 875-20-7 5-exo-hydroxytricyclo[5.2.1.0(2,6)]deca-3,8-diene 
• 64-19-7 acetic acid 
• 6156-78-1 manganese (II) acetate tetrahydrate 
• 108-24-7 acetic anhydride 
• 638-38-0 manganese(II) acetate 
• 77-73-6 bi(cyclopentadiene) 

Downstream Products

• 123848-90-8 (3S,3aS,4R,7S,7aR)-3-Methyl-3-p-tolyl-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one 
• 826-62-0 5-norbornene-2,3-dicarboxylic anhydride 
• 1263048-50-5 4-(3-phenylpropyl)cyclopent-2-enone 
• 54814-22-1 4-butylcyclopent-2-en-1-one 
• 111223-09-7 4-ethyl-2-cyclopenten-1-one 

Relevant academic research and scientific papers

ROMP of acetoxy-substituted dicyclopentadiene to a linear polymer with a high Tg

A polydicyclopentadiene derivative was obtained via ring-opening metathesis polymerization (ROMP) of acetoxy-substituted dicyclopentadiene (AcO-DCPD) using the Grubbs 1st generation catalyst. Analyses of the polymer microstructures indicate that polymers are linear. The glass transition temperatures (Tg) of the linear polymers range from 136°C to 159°C, which are much higher than that of linear polydicyclopentadiene.

THREE-DIMENSIONAL INKJET PRINTING USING DICYCLOPENTADIENE COMPOUNDS POLYMERIZABLE BY RING-OPENING METATHESIS POLYMERIZATION

Methods for fabricating three-dimensional objects by 3D-inkjet printing technology, which utilize dicyclopentadiene (DCPD)-based curable materials that polymerize via ring-opening metathesis polymerization (ROMP) for fabricating the object, are provided.

Retro-diels-alder reactions of masked cyclopentadienones catalyzed by heterogeneous Bronsted acids

The zeolite H-Beta catalyzes the retro-Diels-Alder reaction of a range of cyclopentadiene cyclo-adducts at moderate temperatures and ambient pressure, in the presence of an active dienophile. The active catalyst was identified and optimum reaction conditions established after screening a range of zeolites in the retro-Diels-Alder reaction of the cyclopentadiene adduct of cyclopentenone. Our results suggest that retro-Diels-Alder reactions of tricyclodecadienones are catalyzed by Bronsted acids and the high catalytic performance of H-Beta catalysts can be ascribed to the optimal balance between the number of acid sites and their strength as well as to the accessibility of these sites. The methodology was then applied to a series of alkyl derivatives of cyclopentadienylcyclopentenones to provide a viable alternative synthetic route to 4-alkylcyclopentenones and the versatility of the approach was demonstrated by the successful cycloreversion of N-cyclohexyl-2-azanorborn-5-ene. Copyright

A stereospecific approach to cis-anti-cis triquinanes

A methodology for the synthesis of compounds containing the cis-anti fused triquinane system has been developed starting from tricyclo[5.2.1.02.6]deca-4,8-dien-3-(exo)ol 6 involving Ireland ester Claisen rearrangement and intramolecular diazo ketone cyclopropanation reactions as key steps.

Chemoenzymatic approaches to the decahydro-as-indacene cores associated with the spinosyn class of insecticide

The enantiopure dienes 8 and 24, which have been prepared by chemoenzymatic methods, engage in Diels-AIder cycloaddition reactions with maleic and citraconic anhydride to give adducts (e.g. 25-27) embodying the ABC-ring system associated with spinosyns A (1) and D (2). The Royal Society of Chemistry 2000.

An expedient route to optically pure 3-endo-hydroxydicyclopentadiene

Optically pure 3-endo-hydroxydicyclopentadiene has been prepared expediently in both enantiomeric forms via lipase-mediated kinetic resolution. Manganese dioxide transforms the optically active 3-endo-alcohol into the highly versatile chiral building block 3-oxodicyclopentadiene without loss of optical purity.

Non-hazardous preparation of 3-acetoxy- and 3-oxodicyclopentadienes

Acetoxy- and oxodicyclopentadienes were prepared efficiently using non-hazardous oxidants in place of the conventional toxic reagents.

COMPLEX STEREOCHEMICAL COURSE OF THE MITSUNOBU "INVERSION" OF ALLYLIC ALCOHOLS

The Mitsunobu esterification reaction of dicyclopentadienols yields mixtures of inversion and retention products.Deuterium labeling demonstrates variable levels of allylic rearrangement.

Enantioconvergent Route to α-Cuparenone from Dicyclopentadiene

A formal enantioconvergent route to α-cuparenone from dicyclopentadiene has been devised by employing lipase catalysed kinetic hydrolysis as the key step.

CYCLIC UNSATURATED COMPOUNDS. LXXII. ALKOXYCYCLOPENTADIENES

A convenient method was developed for the synthesis of alkoxycyclopentadienes from the relatively easily obtainable 3-hydroxytricyclo2,6>deca-4,8-diene.It was shown that the obtained substances are equilibrium mixtures of isomers with respect to the position of the system of intracyclic double bonds and contain 1- and 2-substituted cyclopentadienes in a ratio 1:2 respectively.If the alkoxy group is removed from the cyclopentadiene ring, the ratio of the isomers (1:1.5) approximates to that for alkylcyclopentadienes.