123848-89-5Relevant academic research and scientific papers
An expedient route to optically pure 3-endo-hydroxydicyclopentadiene
Tanaka,Ogasawara
, p. 1237 - 1239 (1995)
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.
COMPLEX STEREOCHEMICAL COURSE OF THE MITSUNOBU "INVERSION" OF ALLYLIC ALCOHOLS
Farina, Vittorio
, p. 6645 - 6648 (1989)
The Mitsunobu esterification reaction of dicyclopentadienols yields mixtures of inversion and retention products.Deuterium labeling demonstrates variable levels of allylic rearrangement.
A stereospecific approach to cis-anti-cis triquinanes
Srikrishna,Reddy, T. Jagadeeshwar,Palani,Balasubramanian
, p. 1537 - 1544 (2003)
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.
THREE-DIMENSIONAL INKJET PRINTING USING DICYCLOPENTADIENE COMPOUNDS POLYMERIZABLE BY RING-OPENING METATHESIS POLYMERIZATION
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Page/Page column 128; 129, (2017/05/10)
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
Demuynck, Anneleen L. W.,Levecque, Pieter,Kidane, Aklilu,Gammon, David W.,Sickle, Eugene,Jacobs, Pierre A.,De Vos, Dirk E.,Sels, Bert F.
experimental part, p. 3419 - 3430 (2011/02/23)
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
Chemoenzymatic approaches to the decahydro-as-indacene cores associated with the spinosyn class of insecticide
Banwell, Martin,Hockless, David,Jarrott, Bevyn,Kelly, Brian,Knill, Andrew,Longniore, Robert,Simpson, Gregory
, p. 3555 - 3558 (2007/10/03)
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.
Non-hazardous preparation of 3-acetoxy- and 3-oxodicyclopentadienes
Takano,Moriya,Tanaka,Ogasawara
, p. 687 - 688 (2007/10/02)
Acetoxy- and oxodicyclopentadienes were prepared efficiently using non-hazardous oxidants in place of the conventional toxic reagents.
Enantioconvergent Route to α-Cuparenone from Dicyclopentadiene
Takano, Seiichi,Inomata, Kohei,Ogasawara, Kunio
, p. 271 - 272 (2007/10/02)
A formal enantioconvergent route to α-cuparenone from dicyclopentadiene has been devised by employing lipase catalysed kinetic hydrolysis as the key step.
