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Journal articles on the topic 'Bicyclo (2. 2. 1) heptadiene-2'

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Published: 12 July 2021

Last updated: 18 February 2022

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1

Kirmse, Wolfgang, and Bernhard Goer. "1-Cyano- and 2-cyano-2-bicyclo[2.1.1]hexyl cations." Journal of the American Chemical Society 112, no. 11 (1990): 4556–57. http://dx.doi.org/10.1021/ja00167a070.

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2

Bentley, T. William, Simon J. Norman, Ralf Kemmer, and Manfred Christl. "Synthesis and Solvolysis of Bicyclo[3.1.1]hept-3-en-2-yl, Bicyclo[3.1.1]hept-2-yl, and 2-Halogenocyclohex-2-en-1-yl Methanesulfonates andp-Nitrobenzoates." Liebigs Annalen 1995, no. 4 (1995): 599–608. http://dx.doi.org/10.1002/jlac.199519950483.

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3

BENTLEY, T. W., S. J. NORMAN, R. KEMMER, and M. CHRISTL. "ChemInform Abstract: Synthesis and Solvolysis of Bicyclo(3.1.1)hept-3-en-2-yl, Bicyclo(3.1. 1)hept-2-yl, and 2-Halogenocyclohex-2-en-1-yl Methanesulfonates and p- Nitrobenzoates." ChemInform 26, no. 35 (2010): no. http://dx.doi.org/10.1002/chin.199535037.

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4

Fun, Hoong-Kun, Ching Kheng Quah, Chengmei Huang, and Haitao Yu. "1-Benzyl-5-methoxy-2′,3-dimethyl-4,6-dioxa-2-azaspiro[bicyclo[3.2.0]hept-2-ene-7,4′-isoquinoline]-1′,3′(2′H,4′H)-dione." Acta Crystallographica Section E Structure Reports Online 67, no. 6 (2011): o1311—o1312. http://dx.doi.org/10.1107/s160053681101600x.

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5

Inagaki, Fuyuhiko, Syu Narita, Takuma Hasegawa, Shinji Kitagaki, and Chisato Mukai. "Rhodium(I)-Catalyzed Intramolecular Carbonylative [2+2+1] Cycloaddition of Bis(allene)s: Bicyclo[6.3.0]undecadienones and Bicyclo[5.3.0]decadienones." Angewandte Chemie International Edition 48, no. 11 (2009): 2007–11. http://dx.doi.org/10.1002/anie.200806029.

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6

Inagaki, Fuyuhiko, Syu Narita, Takuma Hasegawa, Shinji Kitagaki, and Chisato Mukai. "Rhodium(I)-Catalyzed Intramolecular Carbonylative [2+2+1] Cycloaddition of Bis(allene)s: Bicyclo[6.3.0]undecadienones and Bicyclo[5.3.0]decadienones." Angewandte Chemie 121, no. 11 (2009): 2041–45. http://dx.doi.org/10.1002/ange.200806029.

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7

Werstiuk, N. H., S. Yeroushalmi, and Hong Guan-Lin. "Synthesis of bicyclic diones and thiones. Facile methylation of the enolates of bicyclo[2.2.1]heptane-2,5-dione and bicyclo[2.2.2]octane-2,5-dione. An AM1 computational study of bicyclic enolates." Canadian Journal of Chemistry 70, no. 3 (1992): 974–80. http://dx.doi.org/10.1139/v92-130.

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A group of bicyclic ketones and thiones have been synthesized for homenolization studies. Bicyclo[2.2.1]heptane-2,5-dione (6) undergoes unusually rapid tetramethylation giving 3,3,6,6-tetramethylbicyclo[2.2.1]heptane-2,5-dione (1) in good yield. Treatment of 1 with P2S5 in xylene gave 3,3,6,6-tetramethylbicyclo[2.2.1]heptane-2,5-dithione (2) and 3,3,6,6-tetramethyl 15-oxo-bicyclo[2.2.1]heptane-2-thione (3), which was converted into 4 with Raney nickel. Bicyclo[2,2,2]octane-2,5-dione (7), prepared via a Diels–Alder reaction between 2-trimethylsilyloxy-1,3-cyclohexadiene and and α-acetoxyacrylon

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8

Fun, Hoong-Kun, Jia Hao Goh, Yang Liu, and Yan Zhang. "1′-Acetyl-3-phenyl-6-oxa-4-thia-2-azaspiro[bicyclo[3.2.0]hept-2-ene-7,3′-indolin]-2′-one." Acta Crystallographica Section E Structure Reports Online 66, no. 9 (2010): o2257—o2258. http://dx.doi.org/10.1107/s1600536810031016.

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9

Kurzer, Frederick, and Zakir Kapadia. "Bicyclo[2.2.2]octane-2-spirocyclohexanes, Part 2[1]. Reduction Products of Spirodiisophora-3′,6-dione." Zeitschrift für Naturforschung B 46, no. 11 (1991): 1557–67. http://dx.doi.org/10.1515/znb-1991-1117.

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The reduction of spirodiisophora-3′,6-dione under various conditions occurs exclusively at its 3′-keto-function in the cyclohexane ring. The action of lithium aluminium hydride yields the 3′-eq-hydroxyketone, while catalytic hydrogenation, hydroboration and the action of metal borohydride produces the 3′-ax-epimer. The conformers give rise to pairs of distinct epimeric functional derivatives. Anhydrous hydrazine removes the 3′-oxygen function of the 3′,6-dione entirely, with formation of spirodiisophor-6-one. Catalytic hydrogenation of the 3′-oximino-6-ketone yields the corresponding 3′-amine.

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10

Bourhis, Mireille, René Golse, Michel Goursolle, and Philippe Picard. "Synthesis of new norbornenones with the aminoester group methyl bicyclo [2-2-1] hept 5-ene 7-one 1-amino 2-carboxylates." Tetrahedron Letters 26, no. 29 (1985): 3445–48. http://dx.doi.org/10.1016/s0040-4039(00)98660-x.

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11

Yang, Ying-Qun, Wei Li, Zhi-Min Chen, and Li-Xia Fu. "Crystal Structure and Properties of a New Copper(II) Complex Cu2(phen)2[C7H8(COO)2]2 (H2O)4:5." Zeitschrift für Naturforschung B 67, no. 9 (2012): 872–76. http://dx.doi.org/10.5560/znb.2012-0097.

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A new complex Cu2(phen)2[C7H8(COO)2]2 (H2O)4:5 (1) has been synthesized, with the dianion of bicyclo[2.2.1] hept-2-ene-5,6-dicarboxylic acid [C7H8(COOH)2] (LH2) and 1,10-phenanthroline (phen) as ligands. In 1, L2- anions link Cu(II) cations to form two binuclear structure units, in which each Cu(II) cation is coordinated by five donor atoms to give a distorted square-pyramidal geometry. The magnetic data of 1 show that it exhibits weak antiferromagnetic properties at low temperature. When the excitation wavelength is at 470 nm, it has an intense photoluminescence. In addition, the cyclovoltamm

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12

Shen, Mengmeng, Yawei Tu, Guanqun Xie, et al. "Allylsamarium Bromide-Mediated Cascade Cyclization of Homoallylic Esters. Synthesis of 2-(2-Hydroxyalkyl)cyclopropanols and 2-(2-Hydroxyethyl)bicyclo[2.1.1]hexan-1-ols." Journal of Organic Chemistry 80, no. 1 (2014): 52–61. http://dx.doi.org/10.1021/jo501797w.

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13

Watson, W. H., and R. P. Kashyap. "Bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic anhydride (1), C9H6O3, and bicyclo[2.2.1]hept-2-ene-2,3-dicarboxylic anhydride (2), C9H8O3." Acta Crystallographica Section C Crystal Structure Communications 41, no. 8 (1985): 1226–29. http://dx.doi.org/10.1107/s0108270185007223.

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14

Reboul, Jean-Pierre, Pierre Brouant, Jacques Barbe, et al. "Étude structurale d'une imidazolylcétone l'isopropyl-1-phényl-2-diaza-1,3-one-6-bicyclo[3,3,0]octène-2." Canadian Journal of Chemistry 68, no. 12 (1990): 2192–97. http://dx.doi.org/10.1139/v90-336.

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The solid state configuration of 1-isopropyl-2-phenyl-1,3-diaza-6-one-bicyclo[3.3.0]oct-2-ene was determined from X-ray diffraction data (a = 10.039(3) Å; b = 8.683(3) Å; c = 15.505(6) Å; β = 90.72(9)°; P21/c;R = 0.047). This structure is compared to those of three other related (Δ-2)-imidazolines. Molecular structure in solution was investigated by 1H nuclear magnetic resonance spectroscopy. Results clearly indicate that the title compound has the same structure in the solid state as in solution. On the contrary, this configuration differs appreciably from those of other (Δ-2)-imidazolines co

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15

Nielsen, P., and F. Tarding. "The Metabolic Fate of 5-(bicyclo-3, 2, 1-oct-2-en-2-yl)-5-ethyl Barbituric Acid, (Reposal ®)." Acta Pharmacologica et Toxicologica 26, no. 6 (2009): 521–30. http://dx.doi.org/10.1111/j.1600-0773.1968.tb00471.x.

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16

Yang, Chun-Yao, Chiou-Dong Wang, Shu-Fan Tian, and Rai-Shung Liu. "Gold-Catalyzed Synthesis of Bicyclo[3.2.0]heptenes via a Formal [3+2]/[2+2]-Annulation of Allylsilane with 4-Methoxybut-2-yn-1-ols." Advanced Synthesis & Catalysis 352, no. 10 (2010): 1605–9. http://dx.doi.org/10.1002/adsc.201000201.

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17

Shen, Mengmeng, Yawei Tu, Guanqun Xie, et al. "ChemInform Abstract: Allylsamarium Bromide-Mediated Cascade Cyclization of Homoallylic Esters. Synthesis of 2-(2-Hydroxyalkyl)cyclopropanols and 2-(2-Hydroxyethyl)bicyclo[2.1.1]hexan-1-ols." ChemInform 46, no. 21 (2015): no. http://dx.doi.org/10.1002/chin.201521062.

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18

Mizojiri, Ryo, Hirokazu Urabe, and Fumie Sato. "Enantio- und diastereoselektive Synthese von 2-substituierten 1-Bicyclo[3.1.0]hexanolen." Angewandte Chemie 110, no. 19 (1998): 2811–14. http://dx.doi.org/10.1002/(sici)1521-3757(19981002)110:19<2811::aid-ange2811>3.0.co;2-i.

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19

Wu, Di, Rakesh Ganguly, Yongxin Li, Sin Ni Hoo, Hajime Hirao, and Rei Kinjo. "Reversible [4 + 2] cycloaddition reaction of 1,3,2,5-diazadiborinine with ethylene." Chemical Science 6, no. 12 (2015): 7150–55. http://dx.doi.org/10.1039/c5sc03174e.

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20

Fun, Hoong-Kun, Ching Kheng Quah, Chengmei Huang, and Haitao Yu. "(1S*,4′S*,5R*)-1-Isopropyl-5-methoxy-2′,3-dimethyl-4,6-dioxa-2-azaspiro[bicyclo[3.2.0]hept-2-ene-7,4′-isoquinoline]-1′,3′(2′H,4′H)-dione." Acta Crystallographica Section E Structure Reports Online 67, no. 5 (2011): o1271—o1272. http://dx.doi.org/10.1107/s1600536811015315.

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21

Fun, Hoong-Kun, Ching Kheng Quah, Chengmei Huang, and Haitao Yu. "(1S*,4′S*,5R*)-1-Isobutyl-5-methoxy-2′,3-dimethyl-4,6-dioxa-2-azaspiro[bicyclo[3.2.0]hept-2-ene-7,4′-isoquinoline]-1′,3′(2′H,4′H)-dione." Acta Crystallographica Section E Structure Reports Online 67, no. 5 (2011): o1273—o1274. http://dx.doi.org/10.1107/s1600536811015327.

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22

Petrov, Viacheslav A. "Stereoselective synthesis of 3-[(perfluoroprop-1-en-2-yl)bicyclo[2.2.1]-hept-5-en-2-yl]sulfanes." Mendeleev Communications 16, no. 3 (2006): 155–57. http://dx.doi.org/10.1070/mc2006v016n03abeh002327.

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23

Wallock, Nathaniel J., and William A. Donaldson. "Reactivity of (Bicyclo[5.1.0]octadienyl)iron(1+) Cations: Application to the Synthesis ofcis-2-(2‘-Carboxycyclopropyl)glycines." Journal of Organic Chemistry 69, no. 9 (2004): 2997–3007. http://dx.doi.org/10.1021/jo030259a.

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24

Wiberg, Kenneth B., Michael G. Matturro, Paul J. Okarma, et al. "Bicyclo[2.2.0]hex-1(4)-ene." Tetrahedron 42, no. 6 (1986): 1895–902. http://dx.doi.org/10.1016/s0040-4020(01)87609-2.

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25

Yang, Chun-Yao, Chiou-Dong Wang, Shu-Fan Tian, and Rai-Shung Liu. "ChemInform Abstract: Gold-Catalyzed Synthesis of Bicyclo[3.2.0]heptenes via a Formal [3 + 2]/[2 + 2]-Annulation of Allylsilane with 4-Methoxybut-2-yn-1-ols." ChemInform 41, no. 50 (2010): no. http://dx.doi.org/10.1002/chin.201050065.

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26

Singh, Pradeep N. D., Jana Pika, Jeanette A. Krause Bauer, and Anna D. Gudmundsdóttir. "3′-Isopropyl-8′,8′-dimethyl-2-benzofuran-1-spiro-7′-bicyclo[4.2.0]octa-1′(6′),2′,4′-trien-3-one." Acta Crystallographica Section E Structure Reports Online 60, no. 12 (2004): o2390—o2392. http://dx.doi.org/10.1107/s160053680402940x.

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27

van Binst, G., J. C. Nouls, and R. H. Martin. "Étude Physico-Chimique de Modèles D'Alcaloides Indoliques I. Considérations préliminaires concernant la structure d'analogues d'alcaloïdes indoliques et de dérivés du bicyclo [2, 2, 2] octane et du 1-azabicyclo [2, 2, 2] octane (quinuclidine)." Bulletin des Sociétés Chimiques Belges 73, no. 3-4 (2010): 226–40. http://dx.doi.org/10.1002/bscb.19640730309.

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28

Thirunarayanan, G. Thirunarayanan. "SYNTHESIS AND EVALUATION OF BIOLOGICAL ACTIVITIES OF SOME 2-HYDROXY-1-NAPHTHYL BICYCLO [2.2.1] HEPTENE-2-YL-METHANONES." European Chemical Bulletin 6, no. 3 (2017): 101. http://dx.doi.org/10.17628/ecb.2017.6.101-107.

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29

Chiaroni, Angèle, Claude Riche, Xavier Cachet, Brigitte Deguin, Michel Koch, and François Tillequin. "(1S,4R,5R,6R)-6-Methoxycarbonyl-4-pivaloyloxy-2-(pivaloyloxymethyl)bicyclo[3.1.0]hex-2-ene-1-carboxylic acid." Acta Crystallographica Section C Crystal Structure Communications 56, no. 3 (2000): 358–59. http://dx.doi.org/10.1107/s0108270199015309.

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30

Saito, Nozomi, Yuki Tanaka, and Yoshihiro Sato. "Ruthenium-Catalyzed [2 + 2] Cycloaddition of Allenynes Leading to a Bicyclo[4.2.0]octa-1(8),5-diene Skeleton." Organic Letters 11, no. 18 (2009): 4124–26. http://dx.doi.org/10.1021/ol901616b.

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31

Akabane-Nakata, Masaaki, Namrata D. Erande, Pawan Kumar, et al. "siRNAs containing 2′-fluorinated Northern-methanocarbacyclic (2′-F-NMC) nucleotides: in vitro and in vivo RNAi activity and inability of mitochondrial polymerases to incorporate 2′-F-NMC NTPs." Nucleic Acids Research 49, no. 5 (2021): 2435–49. http://dx.doi.org/10.1093/nar/gkab050.

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Abstract We recently reported the synthesis of 2′-fluorinated Northern-methanocarbacyclic (2′-F-NMC) nucleotides, which are based on a bicyclo[3.1.0]hexane scaffold. Here, we analyzed RNAi-mediated gene silencing activity in cell culture and demonstrated that a single incorporation of 2′-F-NMC within the guide or passenger strand of the tri-N-acetylgalactosamine-conjugated siRNA targeting mouse Ttr was generally well tolerated. Exceptions were incorporation of 2′-F-NMC into the guide strand at positions 1 and 2, which resulted in a loss of the in vitro activity. Activity at position 1 was reco

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32

Fun, Hoong-Kun, Ching Kheng Quah, Chengmei Huang, and Haitao Yu. "5-Methoxy-1,2′,3-trimethyl-4,6-dioxa-2-azaspiro[bicyclo[3.2.0]hept-2-ene-7,4′-isoquinoline]-1′,3′(2′H,4′H)-dione." Acta Crystallographica Section E Structure Reports Online 67, no. 6 (2011): o1340—o1341. http://dx.doi.org/10.1107/s1600536811016266.

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33

Sonar, Vijayakumar N., Sean Parkin, and Peter A. Crooks. "(Z)-2-Thiophen-3-ylmethylene-1-aza-bicyclo[2.2.2]octan-3-one." Acta Crystallographica Section E Structure Reports Online 59, no. 10 (2003): o1464—o1466. http://dx.doi.org/10.1107/s1600536803019007.

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34

Martínez, A. García, E. Teso Vilar, J. Coterón López, J. Manrique Alonso, M. Hanack, and L. R. Subramanian. "Synthesis of Bridgehead Derivatives; 2. Preparation of 1-Substituted Bicyclo[2.2.1]heptanes." Synthesis 1991, no. 05 (1991): 353–54. http://dx.doi.org/10.1055/s-1991-26463.

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35

Mizojiri, Ryo, Hirokazu Urabe, and Fumie Sato. "Highly Enantio- and Diastereoselective Synthesis of 2-Substituted 1-Bicyclo[3.1.0]hexanols." Angewandte Chemie International Edition 37, no. 19 (1998): 2666–68. http://dx.doi.org/10.1002/(sici)1521-3773(19981016)37:19<2666::aid-anie2666>3.0.co;2-k.

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36

Leclaire, A., D. Barillier, and M. Vazeux. "Structure du tétraméthyl-3,3,5,5 méthylsulfinyl-1 oxa-7 bicyclo[4.1.0]heptanol-2." Acta Crystallographica Section C Crystal Structure Communications 47, no. 8 (1991): 1758–60. http://dx.doi.org/10.1107/s0108270191001579.

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37

Inagaki, Fuyuhiko, Naoya Itoh, Yujiro Hayashi, Yumi Matsui, and Chisato Mukai. "Rh(I)-catalyzed intramolecular [2 + 2 + 1] cycloaddition of allenenes: Construction of bicyclo[4.3.0]nonenones with an angular methyl group and tricyclo[6.4.0.01,5]dodecenone." Beilstein Journal of Organic Chemistry 7 (April 7, 2011): 404–9. http://dx.doi.org/10.3762/bjoc.7.52.

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The [RhCl(CO)dppp]2-catalyzed intramolecular carbonylative [2 + 2 + 1] cycloaddition of allenenes was developed to prepare bicyclo[4.3.0]nonenones possessing a methyl group at the ring junction, which is difficult to achieve by the Pauson–Khand reaction of the corresponding enynes. This method also provided a new procedure for the construction of the tricyclo[6.4.0.01,5]dodecenone framework in a satisfactory yield.

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38

Liu, Qi Mei, та Wan Xi Peng. "80°С-Based TD-GC/MS Analysis of Chemical Components from Branches of Cinnamomum camphora". Key Engineering Materials 480-481 (червень 2011): 466–71. http://dx.doi.org/10.4028/www.scientific.net/kem.480-481.466.

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The analytical result by 80°С-based TD-GC/MS showed that 65 peaks were obtained from the helium volatiles from the fresh branches of Cinnamomum camphora and 60 chemical compounds were identified. The results showed that the main components were as: 1,3-Benzodioxole, 5-(2-propenyl)- (12.629%), Tricyclo[2.2.1.0(2,6)]heptane, 1,7-dimethyl-7-(4-methyl-3-pentenyl)-, (-)- (10.302%), 3-Cyclohexene-1-methanol, .alpha.,.alpha.4-trimethyl- (9.084%), Bicyclo[2.2.1] heptan-2-one, 1,7,7-trimethyl-, (1R)- (7.406%), Nerolidol (6.695%), Bicyclo[2.2.1]heptane, 2-methyl-3-methylene-2-(4-methyl-3-pentenyl)-, (1S

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39

Vostrikov, N. S., V. Z. Vasikov, L. V. Spirikhin, and M. S. Miftakhov. "Synthesis of (+)-(1S,4R)-1-(1-chlorovinyl)-7,7-dimethyl-bicyclo[2.2.1]heptan-2-one." Russian Journal of Organic Chemistry 40, no. 9 (2004): 1371–72. http://dx.doi.org/10.1007/s11178-005-0022-4.

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40

Werstiuk, Nick Henry, та Chandra Deo Roy. "Experimental and AM1 calculational studies of the deprotonation of bicyclo[2.2.2]octane-2,5-dione and bicyclo[2.2.2]octane-2,6-dione: a study of homoconjugation, inductive, and steric effects on the rates and diastereoselectivities of α enolization". Canadian Journal of Chemistry 73, № 3 (1995): 460–63. http://dx.doi.org/10.1139/v95-060.

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The kinetics of NaOD-catalyzed H/D exchange (enolization) at C3 α to the carbonyl group of bicyclo[2.2.2]octane-2,5-dione (1) and bicyclo[2.2.2]octane-2,6-dione (2) have been studied in 60:40 (v/v) dioxane–D2O at 25.0 °C. The second-order rate constants for exchange are (9.7 ± 1.5) × 10−1 and (3.4 ± 1.2) × 10−5 L mol−1 s−1 for 1 and 2, respectively. Thus, 1, exchanges 76 times faster than bicyclo[2.2.2]octan-2-one (3) (k = (1.27 ± 0.02) × 10−2 L mol−1 s−1), but the 2,6-dione 2 unexpectedly is much less reactive (2.7 × 10−3) than the monoketone. Unlike the large exo selectivity of 658 observed

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41

Gavina, Francisco, Ana M. Costero, Ana M. Gonzalez, and Santiago V. Luis. "Existence and reactivity of bicyclic annulenones. 2. Bicyclo[3.3.0]octa-1(5),3,7-triene-2,6-dione." Journal of Organic Chemistry 52, no. 14 (1987): 2997–99. http://dx.doi.org/10.1021/jo00390a009.

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42

Piers, Edward, and Grace L. Jung. "Thermal rearrangement of functionalized 6-exo-(1-alkenyl)bicyclo[3.1.0]hex-2-enes. A total synthesis of (±)-sinularene." Canadian Journal of Chemistry 63, no. 4 (1985): 996–98. http://dx.doi.org/10.1139/v85-167.

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A total synthesis of the racemic form of the marine sesquiterpenoid (−)-sinularene (1) is described. The key step of the synthesis involved the stereoselective thermal rearrangement of the highly functionalized bicyclo[3.1.0]hexene 12 to provide, in 86% yield, the substituted bicyclo[3.2.1]octadiene 13. Conversion of the latter substance into (±)-sinularene (1) was accomplished via an efficient 4-step sequence.

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43

Ahlenstiel, Eckart, Wolfgang Kliegel, Steven J. Rettig, and James Trotter. "Structural studies of organoboron compounds. LVII. Synthesis and structure of bicyclic boron-nitrogen betaines. 1-Methyl-5-(3-nitrophenyl)-4,6,9-trioxa-1-azonia-5-boratabicyclo[3.3.1]nonane and 3,3,4-trimethyl-1-(3-nitrophenyl)-2,6,7-trioxa-3-azonia-1-boratabicyclo[2.2.2]octane." Canadian Journal of Chemistry 71, no. 2 (1993): 263–71. http://dx.doi.org/10.1139/v93-038.

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The syntheses and structures of the bicyclic boron-nitrogen betaines 1-methyl-5-(3-nitrophenyl)-4,6,9-trioxa-1-azonia-5-boratabicyclo[3.3.1]nonane, 7a, and 3,3,4-trimethyl-1-(3-nitrophenyl)-2,6,7-trioxa-3-azonia-1-boratabicyclo[2.2.2]-octane, 14a, are reported. Crystals of 7a are orthorhombic, a = 20.256(2), b = 37.652(2), c = 6.642(1) Å, Z = 16, space group Fdd2, and those of 14a are orthorhombic, a = 21.402(2), b = 11.334(3), c = 11.248(2) Å, Z = 8, space group Pbca. The structures were solved by direct methods and were refined by full-matrix least-squares procedures to R = 0.038 and 0.045 (

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44

Narasaka, Koichi, Hideshi Shimadzu, and Yujiro Hayashi. "The EtAlCl2-Catalyzed Cargill Rearrangement of Bicyclo[n.2.0] Compounds Prepared by the [2+2] Cycloaddition of Cycloalkenones and 1-t-Butyldimethylsilyl-2-methylthioacetylene." Chemistry Letters 22, no. 4 (1993): 621–24. http://dx.doi.org/10.1246/cl.1993.621.

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45

Oku, Akira, Yuichi Sawada, Marc Schroeder, Ichiro Higashikubo, Tomohiro Yoshida, and Shigeji Ohki. "[3 + 2] Cycloreversion of Bicyclo[m.3.0]alkan-3-on-2-yl-1-oxonium Ylides to Alkenyloxyketenes. Stereospecific Aspect." Journal of Organic Chemistry 69, no. 4 (2004): 1331–36. http://dx.doi.org/10.1021/jo0301806.

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46

Mukai, Chisato, Yasuhito Takahashi, Kumiko Ogawa, Yujiro Hayashi, and Fuyuhiko Inagaki. "Rh(I)-Catalyzed Intramolecular Carbonylative [2+2+1] Cycloaddition Reaction: Preparation of Bicyclo[5.3.0]decadienones with Substituted Cyclopentenone Frameworks." Chemical and Pharmaceutical Bulletin 62, no. 1 (2014): 84–87. http://dx.doi.org/10.1248/cpb.c13-00711.

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47

Piers, Edward, Grace L. Jung, and Edward H. Ruediger. "Synthesis of functionalized bicyclo[3.2.1]octa-2,6-dienes by thermal rearrangement of substituted 6-exo-(1-alkenyl)bicyclo[3.1.0]hex-2-ene systems." Canadian Journal of Chemistry 65, no. 3 (1987): 670–82. http://dx.doi.org/10.1139/v87-115.

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Thermolysis of each of the enol silyl ethers 31–35 affords, cleanly and efficiently, the bicyclo[3.2.1]octadienes 36–40, respectively. Similarly, thermal rearrangement of the enol silyl ether 50 provides the diene 51. Hydrolysis of 36, 37, and 39, and decarbomethoxylation of the resultant keto esters 41, 42, and 44, gives the ketones 46–48, respectively. The ketone 46 is also obtained by acid hydrolysis of 51. Conversion of 6-methyl-1-hepten-4-yn-3-ol (56) into the enol ether 63 is described. Thermolysis of 63 gives 64, which, upon acid hydrolysis, affords 65. Thermolysis of the enones 68 and

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48

Yin, Dejing. "Synthesis and crystal structure of tert-butyl 1-(2-iodobenzoyl)cyclopent-3-ene-1-carboxylate." Acta Crystallographica Section E Crystallographic Communications 75, no. 9 (2019): 1383–85. http://dx.doi.org/10.1107/s2056989019011514.

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1-(2-Iodobenzoyl)-cyclopent-3-ene-1-carboxylates are novel substrates to construct bicyclo[3.2.1]octanes with antibacterial and antithrombotic activities. In this context, tert-butyl 1-(2-iodobenzoyl)-cyclopent-3-ene-1-carboxylate, C17H19IO3, was synthesized and structurally characterized. The 2-iodobenzoyl group is attached to the tertiary C atom of the cyclopent-3-ene ring. The dihedral angle between the benzene ring and the mean plane of the envelope-type cyclopent-3-ene ring is 26.0 (3)°. In the crystal, pairs of C-H...O hydrogen bonds link the molecules to form inversion dimers.

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49

MASH, E. A., T. M. GREGG, and M. A. KACZYNSKI. "ChemInform Abstract: Diastereoselective Manipulations of Bicyclo(m.1.0)alkane Derivatives. Part 2. Nucleophilic Additions to the Carbonyl Carbons of Bicyclo(m.1. 0)alkan-2-ones." ChemInform 27, no. 34 (2010): no. http://dx.doi.org/10.1002/chin.199634091.

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50

Loughlin, Wendy A., Michelle A. McCleary, and Peter C. Healy. "(1RS,2RS,6SR,8SR)-2-Methyl-8-(phenylsulfonyl)bicyclo[4.2.0]octan-1-ol." Acta Crystallographica Section E Structure Reports Online 60, no. 7 (2004): o1151—o1153. http://dx.doi.org/10.1107/s1600536804013649.

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