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Chemical Compound Review

Pentole     cyclopenta-1,3-diene

Synonyms: Pyropentylene, R-Pentine, AG-F-87971, CHEBI:30664, HSDB 2514, ...
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High impact information on R-Pentine


Biological context of R-Pentine

  • An unexpected bispericyclic transition structure leading to 4+2 and 2+4 cycloadducts in the endo dimerization of cyclopentadiene [6].
  • A QSAR using Comparative Molecular Field Analysis (CoMFA) is developed for a set of 23 catalysts containing bisoxazoline or phosphinooxazoline ligands that are known to induce asymmetry during the Diels-Alder reaction of N-2-alkenoyl-1,3-oxazolidine-2-one with cyclopentadiene [7].

Associations of R-Pentine with other chemical compounds


Gene context of R-Pentine

  • The three reactions investigated here include the acyl chain cross-linking between thiol and bromine groups, thiol and acryloyl groups, and cyclopentadiene and acryloyl groups [13].
  • Thus, we have prepared a series of p-hydroxyphenyl-substituted CpRe(CO)(3) complexes and evaluated them (and, in some cases, their cyclopentadiene precursors) for binding to ER [14].
  • New carbocyclic c-nucleoside precursors have been synthesized in stereocontrolled manner by nonoxidative C-C bond fission (i.e., Grob fragmentation or retrograde aldol reaction) starting from Diels-Alder adducts of cyclopentadiene with 3-acetoxyacrylates or dimethyl 2-acetoxymethylenemalonate [15].


  1. Detection of transient radical cations in electron transfer-initiated Diels-Alder reactions by electrospray ionization mass spectrometry. Fürmeier, S., Metzger, J.O. J. Am. Chem. Soc. (2004) [Pubmed]
  2. Self-activated supramolecular reactions: effects of host-guest recognition on the kinetics of the Diels-Alder reaction of open-chain oligoether quinones with cyclopentadiene. Tsuda, A., Fukumoto, C., Oshima, T. J. Am. Chem. Soc. (2003) [Pubmed]
  3. Organometallic anticancer agents: the effect of the central metal and halide ligands on the interaction of metallocene dihalides Cp2MX2 with nucleic acid constituents. Murray, J.H., Harding, M.M. J. Med. Chem. (1994) [Pubmed]
  4. Iron(II)-catalyzed sulfimidation and [2,3]-sigmatropic rearrangement of propargyl sulfides with tert-butoxycarbonyl azide. Access to N-allenylsulfenimides. Bacci, J.P., Greenman, K.L., Van Vranken, D.L. J. Org. Chem. (2003) [Pubmed]
  5. Versatile photosensitization system for 1O2-mediated oxidation of alkenes based on nafion-supported platinum(II) terpyridyl acetylide complex. Zhang, D., Wu, L.Z., Yang, Q.Z., Li, X.H., Zhang, L.P., Tung, C.H. Org. Lett. (2003) [Pubmed]
  6. An unexpected bispericyclic transition structure leading to 4+2 and 2+4 cycloadducts in the endo dimerization of cyclopentadiene. Caramella, P., Quadrelli, P., Toma, L. J. Am. Chem. Soc. (2002) [Pubmed]
  7. Computational studies of chiral catalysts: a comparative molecular field analysis of an asymmetric Diels-Alder reaction with catalysts containing bisoxazoline or phosphinooxazoline ligands. Lipkowitz, K.B., Pradhan, M. J. Org. Chem. (2003) [Pubmed]
  8. Micellar catalysis of Diels-Alder reactions: substrate positioning in the micelle. Rispens, T., Engberts, J.B. J. Org. Chem. (2002) [Pubmed]
  9. Theoretical study on chlorine and hydrogen shift in cycloheptatriene and cyclopentadiene derivatives. Okajima, T., Imafuku, K. J. Org. Chem. (2002) [Pubmed]
  10. Theoretical study on the Diels-Alder reaction between 2-methylacrolein and cyclopentadiene catalyzed by a cationic oxazaborolidine Lewis acid. Pi, Z., Li, S. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory. (2006) [Pubmed]
  11. Synthetic study of optically active 3-azabicyclo[3.3.0]octane-2,6,8-tricarboxylic acid. Arakawa, Y., Ohnishi, M., Yoshimura, N., Yoshifuji, S. Chem. Pharm. Bull. (2003) [Pubmed]
  12. Organochlorine pesticide contaminations in human milk samples from women living in Amman, Jordan. Alawi, M.A., Ammari, N., al-Shuraiki, Y. Arch. Environ. Contam. Toxicol. (1992) [Pubmed]
  13. Engineered lipids that cross-link the inner and outer leaflets of lipid bilayers. Halter, M., Nogata, Y., Dannenberger, O., Sasaki, T., Vogel, V. Langmuir : the ACS journal of surfaces and colloids. (2004) [Pubmed]
  14. Aryl cyclopentadienyl tricarbonyl rhenium complexes: novel ligands for the estrogen receptor with potential use as estrogen radiopharmaceuticals. Mull, E.S., Sattigeri, V.J., Rodriguez, A.L., Katzenellenbogen, J.A. Bioorg. Med. Chem. (2002) [Pubmed]
  15. A novel synthesis of carbocyclic C-nucleoside precursors by nonoxidative C-C bond fission. Katagiri, N., Haneda, T., Tomizawa, S., Kaneko, C. Nucleic Acids Symp. Ser. (1986) [Pubmed]
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