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Journal articles on the topic 'Bicyclo[4.3.1]decanone'

Author: Grafiati

Published: 4 June 2021

Last updated: 8 February 2022

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1

Abboud, K. A., Y. Xie, and E. J. Enholm. "A cis-Fused Decalone and a Bicyclo[4.3.1]decanone Ring System." Acta Crystallographica Section C Crystal Structure Communications 52, no. 7 (1996): 1829–31. http://dx.doi.org/10.1107/s0108270196000121.

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2

ABBOUD, K. A., Y. XIE, and E. J. ENHOLM. "ChemInform Abstract: A cis-Fused Decalone and a Bicyclo(4.3.1)decanone Ring System." ChemInform 27, no. 45 (2010): no. http://dx.doi.org/10.1002/chin.199645044.

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3

Bernhardt, Paul V., Raymond M. Carman, and Roger P. C. Derbyshire. "The Reaction of 8-Amino-p-menthene Derivatives with Electrophiles." Australian Journal of Chemistry 57, no. 6 (2004): 583. http://dx.doi.org/10.1071/ch03158.

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Attempts to ring-close the nitrogen atom of 8-amino-p-menth-1-ene and of N-substituted 8-amino-p-menth-1-enes onto the C1–C2 double-bond carbons has led to a range of bicyclo[2.2.2] and bicyclo[3.2.1] products, together with the novel bicyclo[4.3.1]-1,3-oxazepine 9.

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4

Huters, Alexander D., Evan D. Styduhar, and Neil K. Garg. "Totalsynthesen der Welwitindolinone mit Bicyclo[4.3.1]-Kern." Angewandte Chemie 124, no. 16 (2012): 3820–28. http://dx.doi.org/10.1002/ange.201107567.

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5

Kreiter, Cornelius G., та Klaus Lehr. "Photochemische Reaktionen von Übergangsmetall-Organyl-Komplexen mit Olefnen, VI. Reaktionen von Tricarbonyl-η5-2,4-cyclohexadienyl-mangan mit konjugierten Dienen / Photochemical Reactions of Transition Metal Organyl Complexes with Olefins, VI. Reactions of Tricarbonyl (η5-2,4-cyclohexadienyl)manganese with Conjugated Dienes". Zeitschrift für Naturforschung B 46, № 10 (1991): 1377–83. http://dx.doi.org/10.1515/znb-1991-1016.

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Tricarbonyl-η5-2,4-cyclohexadien-1-yl-manganese (1) was reacted photochemically at 253 K with simple conjugated dienes. Four different types of products were obtained, depending upon the dienes. With 1,3-butadiene (A) dicarbonyl-η4:3-1-(3-buten-1,2-diyl)-2,4-cyclohexadiene-manganese (2A) is isolated. 2-Methyl-1,3-butadiene (B) yields the methyl-substituted diastereomeric dicarbonyls 2B, 2B′, the [4+5]-cycloadduct tricarbonyl-η3:2-3-methyl-bicyclo-[4.3.1]-3,8-decadien-7-yl-manganese (3B) and tetracarbonyl-η3-4-methylene-bicyclo[4.3.1]-8-decen-3-yl-manganese (4B) with an exocyclically coordinate

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6

Huters, Alexander D., Evan D. Styduhar, and Neil K. Garg. "Total Syntheses of the Elusive Welwitindolinones with Bicyclo[4.3.1] Cores." Angewandte Chemie International Edition 51, no. 16 (2012): 3758–65. http://dx.doi.org/10.1002/anie.201107567.

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7

MOMOSE, Takefumi, Kikuo MASUDA, Sachiko FURUSAWA, Osamu MURAOKA, and Toshiyuki ITOOKA. "Bicyclo(3.3.1)nonanes as synthetic intermediates. XVII. A novel interconversion between bicyclo(4.3.1)decane and tricyclo(4.3.1.0)decane systems via the dual mode of aldol cyclization of bicyclo(4.3.1)decane-3,8-dione." CHEMICAL & PHARMACEUTICAL BULLETIN 38, no. 6 (1990): 1707–11. http://dx.doi.org/10.1248/cpb.38.1707.

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8

Trost, Barry M., Patrick J. McDougall, Olaf Hartmann, and Peter T. Wathen. "Asymmetric Synthesis of Bicyclo[4.3.1]decadienes and Bicyclo[3.3.2]decadienes via [6 + 3] Trimethylenemethane Cycloaddition with Tropones." Journal of the American Chemical Society 130, no. 45 (2008): 14960–61. http://dx.doi.org/10.1021/ja806979b.

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9

Srikrishna, A., C. Dinesh, and K. Anebouselvy. "Synthesis of chiral bicyclo[4.3.1]decanes via an intramolecular carbonyl ene-reaction." Tetrahedron Letters 40, no. 5 (1999): 1031–34. http://dx.doi.org/10.1016/s0040-4039(98)02518-0.

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10

Huters, Alexander D., Evan D. Styduhar, and Neil K. Garg. "ChemInform Abstract: Total Syntheses of the Elusive Welwitindolinones with Bicyclo[4.3.1] Cores." ChemInform 43, no. 34 (2012): no. http://dx.doi.org/10.1002/chin.201234204.

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11

Flowers, Andrew E., Mary J. Garson, Karl A. Byriel, and Colin H. L. Kennard. "Two New Isonakafurans from the Great Barrier Reef Sponge Dysidea sp. nov." Australian Journal of Chemistry 51, no. 3 (1998): 195. http://dx.doi.org/10.1071/c97025.

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Two new sesquiterpenes, the furan Δ7,14-isonakafuran-9 (11) and the autoxidized derivative (12), were isolated from the sponge Dysidea sp. nov. collected from One Tree Island on the Great Barrier Reef. The structures of the two new sesquiterpenes, which both contain a bicyclo[4.3.1]decane skeleton, were deduced by use of one- and two-dimensional n.m.r. spectroscopy, in particular by n.O.e. and HMBC experiments. Compound (11) is isomeric with nakafuran-9 (6) while the hydroperoxide derivative (12) was subjected to X-ray crystallographic analysis to confirm its relative stereochemistry at C1 and

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12

Winkler, Jeffrey D., John P. Hey, and Paul G. Williard. "Inside-outside stereoisomerism III: The synthesis of trans-bicyclo[4.3.1]decan-10-one+." Tetrahedron Letters 29, no. 37 (1988): 4691–94. http://dx.doi.org/10.1016/s0040-4039(00)80582-1.

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13

Goldring, William P. D., and Warren T. Paden. "A ring-closing metathesis approach to the bicyclo[4.3.1]decane core of caryolanes." Tetrahedron Letters 52, no. 8 (2011): 859–62. http://dx.doi.org/10.1016/j.tetlet.2010.11.138.

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14

Tobe, Yoshito, Rui Umeda, Naruhito Iwasa, and Motohiro Sonoda. "Expanded Radialenes with Bicyclo[4.3.1]decatriene Units: New Precursors to Cyclo[n]carbons." Chemistry - A European Journal 9, no. 22 (2003): 5549–59. http://dx.doi.org/10.1002/chem.200305051.

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15

Wang, Weihong, Tae Gu Lee, Rahul S. Patil, et al. "Monanchosterols A and B, Bioactive Bicyclo[4.3.1]steroids from a Korean Sponge Monanchora sp." Journal of Natural Products 78, no. 3 (2014): 368–73. http://dx.doi.org/10.1021/np500760v.

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16

Goldring, William P. D., and Warren T. Paden. "ChemInform Abstract: A Ring-Closing Metathesis Approach to the Bicyclo[4.3.1]decane Core of Caryolanes." ChemInform 42, no. 22 (2011): no. http://dx.doi.org/10.1002/chin.201122200.

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17

ARMSTRONG, A., T. J. CRITCHLEY, and A. A. MORTLOCK. "ChemInform Abstract: Synthesis of the Bicyclo[4.3.1]decenone Core of CP-225,917 and CP-263,114." ChemInform 29, no. 33 (2010): no. http://dx.doi.org/10.1002/chin.199833283.

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18

Nitta, Makoto, Tohru Takayasu, and Yukihiko Tanaka. "Synthesis, Valence Isomerization, and Chemical Properties of 13-Azaazuleno-[1,2-g]bicyclo[4.3.1]deca-5b,6,8,10-tetraene." HETEROCYCLES 48, no. 4 (1998): 621. http://dx.doi.org/10.3987/com-97-8098.

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19

Srikrishna, Adusumilli, Vijendra H. Pardeshi, and Gedu Satyanarayana. "Enantiospecific approaches to bicyclic vibsanes: a ring-closing metathesis reaction-based strategy to functionalized bicyclo[4.3.1]decanes." Tetrahedron: Asymmetry 19, no. 16 (2008): 1984–91. http://dx.doi.org/10.1016/j.tetasy.2008.08.012.

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20

Srikrishna, Adusumilli, and Chikkana Dinesh. "Competitive formation of spiro[5.5]undecane in preference to bicyclo[4.3.1]decane via type II carbonyl ene reaction." Tetrahedron: Asymmetry 16, no. 14 (2005): 2393–95. http://dx.doi.org/10.1016/j.tetasy.2005.06.011.

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21

Liu, Cheng-Hang, and Zhi-Xiang Yu. "Rhodium(I)-Catalyzed Bridged [5+2] Cycloaddition of cis -Allene-vinylcyclopropanes to Synthesize the Bicyclo[4.3.1]decane Skeleton." Angewandte Chemie International Edition 56, no. 30 (2017): 8667–71. http://dx.doi.org/10.1002/anie.201702288.

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22

Liu, Cheng-Hang, and Zhi-Xiang Yu. "Rhodium(I)-Catalyzed Bridged [5+2] Cycloaddition of cis -Allene-vinylcyclopropanes to Synthesize the Bicyclo[4.3.1]decane Skeleton." Angewandte Chemie 129, no. 30 (2017): 8793–97. http://dx.doi.org/10.1002/ange.201702288.

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23

Kinebuchi, Masahiko, Ryohei Uematsu, and Keiji Tanino. "Synthetic studies on psiguadial B: Construction of bicyclo[4.3.1]decane skeleton via double cyclization reaction of alkyne dicobalt complex." Tetrahedron Letters 58, no. 14 (2017): 1382–86. http://dx.doi.org/10.1016/j.tetlet.2017.02.058.

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24

TAKAYASU, T., Y. TANAKA, and M. NITTA. "ChemInform Abstract: Synthesis, Valence Isomerization, and Chemical Properties of 13-Azaazuleno[1,2-g]bicyclo[4.3.1]deca-5b,6,8,10-tetraene." ChemInform 29, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.199831115.

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25

D'yakonov, Vladimir A., Gulnara N. Kadikova, Lilya U. Dzhemileva, Guzel F. Gazizullina, Milyausha M. Yunusbaeva, and Usein M. Dzhemilev. "Oxidative skeletal rearrangement of bicyclo[4.2.2]deca-2,4,7,9-tetraenes to bicyclo[4.3.1]deca-2,4,8-triene-7,10-diols and study of the antitumor activity of the products in vitro." Tetrahedron 74, no. 30 (2018): 4071–77. http://dx.doi.org/10.1016/j.tet.2018.06.008.

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26

Bhat, Vikram, James A. MacKay, and Viresh H. Rawal. "Directed Oxidative Cyclizations to C2- or C4-Positions of Indole: Efficient Construction of the Bicyclo[4.3.1]Decane Core of Welwitindolinones." Organic Letters 13, no. 12 (2011): 3214–17. http://dx.doi.org/10.1021/ol201122f.

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27

Srikrishna, A., C. Dinesh, and K. Anebouselvy. "ChemInform Abstract: Chiral Synthons from Carvone. Part 37. Synthesis of Chiral Bicyclo[4.3.1]decanes via an Intramolecular Carbonyl Ene-Reaction." ChemInform 30, no. 21 (2010): no. http://dx.doi.org/10.1002/chin.199921081.

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28

Ohmori, Naoki. "ChemInform Abstract: Application of [5 + 2] Cycloaddition Toward the Functionalized Bicyclo[4.3.1]decane Ring System: Synthetic Study of Phomoidride B (CP-263,114)." ChemInform 33, no. 33 (2010): no. http://dx.doi.org/10.1002/chin.200233207.

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29

Markley, Jana L., and Paul R. Hanson. "P-Stereogenic Bicyclo[4.3.1]phosphite Boranes: Synthesis and Utility of Tunable P-Tether Systems for the Desymmetrization of C2-Symmetric 1,3-anti-Diols." Organic Letters 19, no. 10 (2017): 2552–55. http://dx.doi.org/10.1021/acs.orglett.7b00851.

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30

D’yakonov, Vladimir A., Gulnara N. Kadikova, Lilya U. Dzhemileva, Guzel F. Gazizullina, Ilfir R. Ramazanov, and Usein M. Dzhemilev. "Cobalt-Catalyzed [6 + 2] Cycloaddition of Alkynes with 1,3,5,7-Cyclooctatetraene as a Key Element in the Direct Construction of Substituted Bicyclo[4.3.1]decanes." Journal of Organic Chemistry 82, no. 1 (2016): 471–80. http://dx.doi.org/10.1021/acs.joc.6b02540.

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31

Shea, K. J., and L. D. Burke. "Application of pericyclic reactions to the synthesis of strained molecules. Intramolecular Diels-Alder cycloadditions. The synthesis of a (Z,Z)-bicyclo[4.3.1]deca-1,6-diene." Journal of Organic Chemistry 50, no. 5 (1985): 725–27. http://dx.doi.org/10.1021/jo00205a045.

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32

Nicolaou, K. C., J. Jung, W. H. Yoon, et al. "Total Synthesis of the CP-Molecules (CP-263,114 and CP-225,917, Phomoidrides B and A). 1. Racemic and Asymmetric Synthesis of Bicyclo[4.3.1] Key Building Blocks." Journal of the American Chemical Society 124, no. 10 (2002): 2183–89. http://dx.doi.org/10.1021/ja012010l.

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33

Ohmori, Naoki. "Application of [5+2] cycloaddition toward the functionalized bicyclo[4.3.1]decane ring system: synthetic study of phomoidride B (CP-263,114)Preliminary communication: N. Ohmori, Chem. Commun., 2001, 1552." Journal of the Chemical Society, Perkin Transactions 1, no. 6 (February 19, 2002): 755–67. http://dx.doi.org/10.1039/b110607b.

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34

Nicolaou, K. C., J. Jung, W. H. Yoon, et al. "ChemInform Abstract: Total Synthesis of the CP-Molecules (CP-263,114 and CP-225,917, Phomoidrides B and A). Part 1. Racemic and Asymmetric Synthesis of Bicyclo[4.3.1] Key Building Blocks." ChemInform 33, no. 32 (2010): no. http://dx.doi.org/10.1002/chin.200232231.

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35

Munro, Gordon, Camilla Æ. Bæk, Helle K. Erichsen та ін. "The novel compound (±)-1-[10-((E)-3-Phenyl-allyl)-3,10-diaza-bicyclo[4.3.1]dec-3-yl]-propan-1-one (NS7051) attenuates nociceptive transmission in animal models of experimental pain; a pharmacological comparison with the combined μ-opioid receptor agonist and monoamine reuptake inhibitor tramadol". Neuropharmacology 54, № 2 (2008): 331–43. http://dx.doi.org/10.1016/j.neuropharm.2007.10.005.

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36

Debeaux, Marc, Kai Brandhorst, Peter G. Jones, et al. "A stable enol from a 6-substituted benzanthrone and its unexpected behaviour under acidic conditions." Beilstein Journal of Organic Chemistry 5 (June 16, 2009). http://dx.doi.org/10.3762/bjoc.5.31.

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Treatment of benzanthrone (1) with biphenyl-2-yl lithium leads to the surprisingly stable enol 4, which is converted by dehydrogenation into the benzanthrone derivative 7. Under acidic conditions 4 isomerises to the spiro compound 11 and the bicyclo[4.3.1]decane derivative 12. Furthermore, the formation of 7 and the hydrogenated compound 13 is observed. A mechanism for the formation of the reaction products is proposed and supported by DFT calculations.

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37

Schmalz, Hans-Günther, Ömer Taspinar, Vladimir Kjartan Stojadinovic, and Jörg-Martin Neudörfl. "A Concise Synthesis of 24,25-Dihydro-6-epi-Monanchosterol A." Synlett, April 12, 2021. http://dx.doi.org/10.1055/a-1480-5225.

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AbstractWe report the first synthetic entry to a steroid with an unusual bicyclo[4.3.1]dec-3-en-10-one A/B ring substructure as a close structural analogue of the anti-inflammatory monanchosterols. Under optimized conditions, regioselective cis-dihydroxylation of the Δ5-double bond of 7-dehydrocholesterol and subsequent Criegee oxidation yields the corresponding 5,6-seco-steroid as a pure Z-isomer which upon treatment with K2CO3 in MeOH diastereoselectively affords 24,25-dihydro-6-epi-monanchosterol A through intramolecular aldol addition (cyclization). The developed three-step sequence procee

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38

MOMOSE, T., K. MASUDA, S. FURUSAWA, O. MURAOKA, and T. ITOOKA. "ChemInform Abstract: Bicyclo(3.3.1)nonanes as Synthetic Intermediates. Part 17. A Novel Interconversion Between Bicyclo(4.3.1)decane and Tricyclo(4.3.1.0)decane Systems via the Dual Mode of Aldol Cyclization of Bicyclo(4.3.1)decane-3,8-dione." ChemInform 21, no. 52 (1990). http://dx.doi.org/10.1002/chin.199052131.

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39

Tobe, Yoshito, Rui Umeda, Naruhito Iwasa, and Motohiro Sonoda. "Expanded Radialenes with Bicyclo[4.3.1]decatriene Units: New Precursors to Cyclo[n]carbons." ChemInform 35, no. 6 (2004). http://dx.doi.org/10.1002/chin.200406062.

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40

Trost, Barry M., Patrick J. McDougall, Olaf Hartmann, and Peter T. Wathen. "ChemInform Abstract: Asymmetric Synthesis of Bicyclo[4.3.1]decadienes and Bicyclo[3.3.2]decadienes via [6 + 3] Trimethylenemethane Cycloaddition with Tropones." ChemInform 40, no. 12 (2009). http://dx.doi.org/10.1002/chin.200912066.

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41

MOMOSE, T., K. MASUDA, and O. MURAOKA. "ChemInform Abstract: BICYCLO(3.3.1)NONANES AS SYNTHETIC INTERMEDIATES. VIII. 1-ALKOXYBICYCLO(4.3.1)DECAN-8-ONECARBOXYLATES VIA THE ANTI-BREDT(4..LOVIN.3.1) SYSTEM: AN IMPROVED SYNTHETIC ROUTE TO BICYCLO(4.3.1)DECAN-8-ONE." Chemischer Informationsdienst 16, no. 7 (1985). http://dx.doi.org/10.1002/chin.198507133.

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42

WINKLER, J. D., J. P. HEY, and P. G. WILLIARD. "ChemInform Abstract: Inside-Outside Stereoisomerism. Part 3. The Synthesis of trans-Bicyclo-(4.3.1)decan-10-one." ChemInform 20, no. 12 (1989). http://dx.doi.org/10.1002/chin.198912135.

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43

TRIGO, G. G., E. M. MUNOZ, and E. LLAMA-HURTADO. "ChemInform Abstract: Synthese und Struktur-Untersuchung an N-Methyl-10-aza-bicyclo[4.3.1]decan-8-spiro-5′-hydantoin." Chemischer Informationsdienst 16, no. 21 (1985). http://dx.doi.org/10.1002/chin.198521251.

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44

SHEA, K. J., and L. D. BURKE. "ChemInform Abstract: APPLICATION OF PERICYCLIC REACTIONS TO THE SYNTHESIS OF STRAINED MOLECULES. INTRAMOLECULAR DIELS-ALDER CYCLOADDITIONS. THE SYNTHESIS OF A (Z,Z)-BICYCLO(4.3.1)DECA-1,6-DIENE." Chemischer Informationsdienst 16, no. 31 (1985). http://dx.doi.org/10.1002/chin.198531102.

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