메뉴 건너뛰기




Volumn 47, Issue 12, 2014, Pages 3560-3570

Asymmetric fluorocyclizations of alkenes

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; FLUORINE;

EID: 84918538551     PISSN: 00014842     EISSN: 15204898     Source Type: Journal    
DOI: 10.1021/ar500282z     Document Type: Article
Times cited : (137)

References (43)
  • 2
    • 72249095500 scopus 로고    scopus 로고
    • The Unique Role of Halogen Substituents in the Design of Modern Agrochemical
    • (b) Jeschke, P. The Unique Role of Halogen Substituents in the Design of Modern Agrochemical. Pest Manage. Sci. 2010, 66, 10-27.
    • (2010) Pest Manage. Sci. , vol.66 , pp. 10-27
    • Jeschke, P.1
  • 3
    • 4544369746 scopus 로고    scopus 로고
    • The Unique Role of Fluorine in the Design of Active Ingredients for Modern Crop Protection
    • (c) Jeschke, P. The Unique Role of Fluorine in the Design of Active Ingredients for Modern Crop Protection. ChemBioChem 2004, 5, 570-589.
    • (2004) ChemBioChem , vol.5 , pp. 570-589
    • Jeschke, P.1
  • 5
    • 84857522998 scopus 로고    scopus 로고
    • Transition Metal Catalysis and Nucleophilic Fluorination
    • (a) Hollingworth, C.; Gouverneur, V. Transition Metal Catalysis and Nucleophilic Fluorination. Chem. Commun. 2012, 48, 2929-2942.
    • (2012) Chem. Commun. , vol.48 , pp. 2929-2942
    • Hollingworth, C.1    Gouverneur, V.2
  • 6
    • 79957603696 scopus 로고    scopus 로고
    • Catalysis for Fluorination and Trifluoromethylation
    • (b) Furuya, T.; Kamlet, A. S.; Ritter, T. Catalysis for Fluorination and Trifluoromethylation. Nature 2011, 473, 470-477.
    • (2011) Nature , vol.473 , pp. 470-477
    • Furuya, T.1    Kamlet, A.S.2    Ritter, T.3
  • 8
    • 84867761321 scopus 로고    scopus 로고
    • Catalytic, Asymmetric Halofunctionalization of Alkenes - A Critical Perspective
    • Denmark, S. E.; Kuester, W. E.; Burk, M. T. Catalytic, Asymmetric Halofunctionalization of Alkenes - A Critical Perspective. Angew. Chem., Int. Ed. 2012, 51, 10938-10953.
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 10938-10953
    • Denmark, S.E.1    Kuester, W.E.2    Burk, M.T.3
  • 9
    • 77950341605 scopus 로고    scopus 로고
    • On the Absolute Configurational Stability of Bromonium and Chloronium Ions
    • (a) Denmark, S. E.; Burk, M. T.; Hoover, A. J. On the Absolute Configurational Stability of Bromonium and Chloronium Ions. J. Am. Chem. Soc. 2010, 132, 1232-1233.
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 1232-1233
    • Denmark, S.E.1    Burk, M.T.2    Hoover, A.J.3
  • 12
    • 84876565621 scopus 로고    scopus 로고
    • Evidence for a Symmetrical Fluoronium Ion in Solution
    • Struble, M. D.; Scerba, M. T.; Siegler, M.; Lectka, T. Evidence for a Symmetrical Fluoronium Ion in Solution. Science 2013, 340, 57-60.
    • (2013) Science , vol.340 , pp. 57-60
    • Struble, M.D.1    Scerba, M.T.2    Siegler, M.3    Lectka, T.4
  • 14
    • 34547933340 scopus 로고    scopus 로고
    • Catalytic Stereoselective Synthesis of Highly Substituted Indanones via Tandem Nazarov Cyclization and Electrophilic Fluorination Trapping
    • Nie, J.; Zhu, H.-W.; Cui, H.-F.; Hua, M.-Q.; Ma, J.-A. Catalytic Stereoselective Synthesis of Highly Substituted Indanones via Tandem Nazarov Cyclization and Electrophilic Fluorination Trapping. Org. Lett. 2007, 9, 3053-3056.
    • (2007) Org. Lett. , vol.9 , pp. 3053-3056
    • Nie, J.1    Zhu, H.-W.2    Cui, H.-F.3    Hua, M.-Q.4    Ma, J.-A.5
  • 15
    • 77952039577 scopus 로고    scopus 로고
    • Iron- or Cobalt-Catalyzed Nazarov Cyclization: Asymmetric Reaction and Tandem Cyclization-Fluorination Reaction
    • Kawatsura, M.; Kajita, K.; Hayase, S.; Itoh, T. Iron- or Cobalt-Catalyzed Nazarov Cyclization: Asymmetric Reaction and Tandem Cyclization-Fluorination Reaction. Synlett 2010, 1243-1246.
    • (2010) Synlett , pp. 1243-1246
    • Kawatsura, M.1    Kajita, K.2    Hayase, S.3    Itoh, T.4
  • 16
    • 84872567774 scopus 로고    scopus 로고
    • Catalytic Enantioselective Cyclization and C3-Fluorination of Polyenes
    • Cochrane, N. A.; Nguyen, H.; Gagné, M. R. Catalytic Enantioselective Cyclization and C3-Fluorination of Polyenes. J. Am. Chem. Soc. 2013, 135, 628-631.
    • (2013) J. Am. Chem. Soc. , vol.135 , pp. 628-631
    • Cochrane, N.A.1    Nguyen, H.2    Gagné, M.R.3
  • 17
    • 77952676644 scopus 로고    scopus 로고
    • Prins fluorination cyclisations: Preparation of 4-fluoro-pyran and -piperidine heterocycles
    • Launay, G. G.; Slawin, A. M. Z.; O'Hagan, D. Prins fluorination cyclisations: Preparation of 4-fluoro-pyran and -piperidine heterocycles. Beilstein J. Org. Chem. 2010, 6, 41.
    • (2010) Beilstein J. Org. Chem. , vol.6 , pp. 41
    • Launay, G.G.1    Slawin, A.M.Z.2    O'Hagan, D.3
  • 18
    • 70450175268 scopus 로고    scopus 로고
    • Palladium-Catalyzed Intramolecular Aminofluorination of Unactivated Alkenes
    • Wu, T.; Yin, G.; Liu, G. Palladium-Catalyzed Intramolecular Aminofluorination of Unactivated Alkenes. J. Am. Chem. Soc. 2009, 131, 16354-16355.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 16354-16355
    • Wu, T.1    Yin, G.2    Liu, G.3
  • 19
    • 77950403280 scopus 로고    scopus 로고
    • Palladium-Catalyzed Intermolecular Aminofluorination of Styrenes
    • Qiu, S.; Xu, T.; Zhou, J.; Guo, Y.; Liu, G. Palladium-Catalyzed Intermolecular Aminofluorination of Styrenes. J. Am. Chem. Soc. 2010, 132, 2856-2857.
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 2856-2857
    • Qiu, S.1    Xu, T.2    Zhou, J.3    Guo, Y.4    Liu, G.5
  • 21
  • 22
    • 84901818183 scopus 로고    scopus 로고
    • Iodoarene-catalyzed fluorination and aminofluorination by an Ar-I/HF·pyridine/mCPBA system
    • Suzuki, S.; Kamo, T.; Fukushi, K.; Hiramatsu, T.; Tokunaga, E.; Dohi, T.; Kita, Y.; Shibata, N. Iodoarene-catalyzed fluorination and aminofluorination by an Ar-I/HF·pyridine/mCPBA system. Chem. Sci. 2014, 5, 2754-2760.
    • (2014) Chem. Sci. , vol.5 , pp. 2754-2760
    • Suzuki, S.1    Kamo, T.2    Fukushi, K.3    Hiramatsu, T.4    Tokunaga, E.5    Dohi, T.6    Kita, Y.7    Shibata, N.8
  • 23
    • 40149104139 scopus 로고    scopus 로고
    • An Enantioselective Organocatalytic Oxidative Dearomatization Strategy
    • Vo, N. T.; Pace, R. D. M.; O'Hara, F.; Gaunt, M. J. An Enantioselective Organocatalytic Oxidative Dearomatization Strategy. J. Am. Chem. Soc. 2008, 130, 404-405.
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 404-405
    • Vo, N.T.1    Pace, R.D.M.2    O'Hara, F.3    Gaunt, M.J.4
  • 25
    • 0034327140 scopus 로고    scopus 로고
    • A Fundamentally New Approach to Enantioselective Fluorination Based on Cinchona Alkaloid Derivatives/Selectfluor Combination
    • Shibata, N.; Suzuki, E.; Takeuchi, Y. A Fundamentally New Approach to Enantioselective Fluorination Based on Cinchona Alkaloid Derivatives/Selectfluor Combination. J. Am. Chem. Soc. 2000, 122, 10728-10729.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 10728-10729
    • Shibata, N.1    Suzuki, E.2    Takeuchi, Y.3
  • 26
    • 0042768503 scopus 로고    scopus 로고
    • Regio- and Enantioselective Synthesis of Allylic Fluorides by Electrophilic Fluorodesilylation of Allylsilanes
    • Greedy, B.; Paris, J.-M.; Vidal, T.; Gouverneur, V. Regio- and Enantioselective Synthesis of Allylic Fluorides by Electrophilic Fluorodesilylation of Allylsilanes. Angew. Chem., Int. Ed. 2003, 3291-3294.
    • (2003) Angew. Chem., Int. Ed. , pp. 3291-3294
    • Greedy, B.1    Paris, J.-M.2    Vidal, T.3    Gouverneur, V.4
  • 28
    • 0034830057 scopus 로고    scopus 로고
    • Enantioselective Fluorination Mediated by Cinchona Alkaloid Derivatives/Selectfluor Combinations: Reaction Scope and Structural Information for N-Fluorocinchona Alkaloids
    • Shibata, N.; Suzuki, E.; Asahi, T.; Shiro, M. Enantioselective Fluorination Mediated by Cinchona Alkaloid Derivatives/Selectfluor Combinations: Reaction Scope and Structural Information for N-Fluorocinchona Alkaloids. J. Am. Chem. Soc. 2001, 123, 7001-7009.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 7001-7009
    • Shibata, N.1    Suzuki, E.2    Asahi, T.3    Shiro, M.4
  • 29
    • 47049110210 scopus 로고    scopus 로고
    • Cinchona Alkaloid Catalyzed Enantioselective Fluorination of Allyl Silanes, Silyl Enol Ethers, and Oxindoles
    • Ishimaru, T.; Shibata, N.; Horikawa, T.; Yasuda, N.; Nakamura, S.; Toru, T.; Shiro, M. Cinchona Alkaloid Catalyzed Enantioselective Fluorination of Allyl Silanes, Silyl Enol Ethers, and Oxindoles. Angew. Chem., Int. Ed. 2008, 47, 4157-4161.
    • (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 4157-4161
    • Ishimaru, T.1    Shibata, N.2    Horikawa, T.3    Yasuda, N.4    Nakamura, S.5    Toru, T.6    Shiro, M.7
  • 30
    • 0035803748 scopus 로고    scopus 로고
    • Synthesis of Fluorogypsetin and Fluorobrevianamide E by a Novel Fluorination-Cyclization of cyclo-L-Trp-L-Aas
    • Shibata, N.; Tarui, T.; Doi, Y.; Kirk, K. L. Synthesis of Fluorogypsetin and Fluorobrevianamide E by a Novel Fluorination-Cyclization of cyclo-L-Trp-L-Aas. Angew. Chem., Int. Ed. 2001, 40, 4461-4463.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 4461-4463
    • Shibata, N.1    Tarui, T.2    Doi, Y.3    Kirk, K.L.4
  • 32
    • 61849159407 scopus 로고    scopus 로고
    • Predicting Hydrogen-Bond Strengths from Acid-Base Molecular Properties. The pKa Slide Rule: Toward the Solution of a Long-Lasting Problem
    • Gilli, P.; Pretto, L.; Bertolasi, V.; Gilli, G. Predicting Hydrogen-Bond Strengths from Acid-Base Molecular Properties. The pKa Slide Rule: Toward the Solution of a Long-Lasting Problem. Acc. Chem. Res. 2009, 42, 33-44.
    • (2009) Acc. Chem. Res. , vol.42 , pp. 33-44
    • Gilli, P.1    Pretto, L.2    Bertolasi, V.3    Gilli, G.4
  • 33
    • 84891491347 scopus 로고    scopus 로고
    • Catalytic and Asymmetric Fluorolactonisations of Carboxylic Acids through Anion Phase Transfer
    • Parmar, D.; Maji, M. S.; Rueping, M. Catalytic and Asymmetric Fluorolactonisations of Carboxylic Acids through Anion Phase Transfer. Chem. - Eur. J. 2014, 20, 83-86.
    • (2014) Chem. - Eur. J. , vol.20 , pp. 83-86
    • Parmar, D.1    Maji, M.S.2    Rueping, M.3
  • 34
    • 84864370494 scopus 로고    scopus 로고
    • The Progression of Chiral Anions from Concepts to Applications in Asymmetric Catalysis
    • Phipps, R. J.; Hamilton, G. L.; Toste, F. D. The Progression of Chiral Anions from Concepts to Applications in Asymmetric Catalysis. Nat. Chem. 2012, 4, 603-614.
    • (2012) Nat. Chem. , vol.4 , pp. 603-614
    • Phipps, R.J.1    Hamilton, G.L.2    Toste, F.D.3
  • 35
    • 84455171661 scopus 로고    scopus 로고
    • Asymmetric Electrophilic Fluorination Using an Anionic Chiral Phase-Transfer Catalyst
    • Rauniyar, V.; Lackner, A. D.; Hamilton, G. L.; Toste, F. D. Asymmetric Electrophilic Fluorination Using an Anionic Chiral Phase-Transfer Catalyst. Science 2011, 334, 1681-1684.
    • (2011) Science , vol.334 , pp. 1681-1684
    • Rauniyar, V.1    Lackner, A.D.2    Hamilton, G.L.3    Toste, F.D.4
  • 36
    • 84861361402 scopus 로고    scopus 로고
    • Asymmetric Fluorination of Enamides: Access to α-Fluoroimines Using an Anionic Chiral Phase-Transfer Catalyst
    • Phipps, R. J.; Hiramatsu, K.; Toste, F. D. Asymmetric Fluorination of Enamides: Access to α-Fluoroimines Using an Anionic Chiral Phase-Transfer Catalyst. J. Am. Chem. Soc. 2012, 134, 8376-8379.
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 8376-8379
    • Phipps, R.J.1    Hiramatsu, K.2    Toste, F.D.3
  • 37
    • 84866376623 scopus 로고    scopus 로고
    • A Doubly Axially Chiral Phosphoric Acid Catalyst for the Asymmetric Tandem Oxyfluorination of Enamides
    • Honjo, T.; Phipps, R. J.; Rauniyar, V.; Toste, F. D. A Doubly Axially Chiral Phosphoric Acid Catalyst for the Asymmetric Tandem Oxyfluorination of Enamides. Angew. Chem., Int. Ed. 2012, 51, 9684-9688.
    • (2012) Angew. Chem., Int. Ed. , vol.51 , pp. 9684-9688
    • Honjo, T.1    Phipps, R.J.2    Rauniyar, V.3    Toste, F.D.4
  • 38
    • 84880333970 scopus 로고    scopus 로고
    • Enantioselective Fluoroamination: 1,4-Addition to Conjugated Dienes Using Anionic Phase-Transfer Catalysis
    • Shunatona, H. P.; Fruh, N.; Wang, Y.-M.; Rauniyar, V.; Toste, F. D. Enantioselective Fluoroamination: 1,4-Addition to Conjugated Dienes Using Anionic Phase-Transfer Catalysis. Angew. Chem., Int. Ed. 2013, 52, 7724-7727.
    • (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 7724-7727
    • Shunatona, H.P.1    Fruh, N.2    Wang, Y.-M.3    Rauniyar, V.4    Toste, F.D.5
  • 39
    • 84882772758 scopus 로고    scopus 로고
    • A Combination of Directing Groups and Chiral Anion Phase-Transfer Catalysis for Enantioselective Fluorination of Alkenes
    • Wu, J.; Wang, Y.-M.; Drljevic, A.; Rauniyar, V.; Phipps, R. J.; Toste, F. D. A Combination of Directing Groups and Chiral Anion Phase-Transfer Catalysis for Enantioselective Fluorination of Alkenes. Proc. Nat. Acad. Sci. U. S. A. 2013, 110, 13729-13733.
    • (2013) Proc. Nat. Acad. Sci. U. S. A. , vol.110 , pp. 13729-13733
    • Wu, J.1    Wang, Y.-M.2    Drljevic, A.3    Rauniyar, V.4    Phipps, R.J.5    Toste, F.D.6
  • 40
    • 33847218271 scopus 로고    scopus 로고
    • Enantioselective Halocyclization of Polyprenoids induced by Nucleophilic Phosphoramidites
    • Sakakura, A.; Ukai, A.; Ishihara, K. Enantioselective Halocyclization of Polyprenoids induced by Nucleophilic Phosphoramidites. Nature 2007, 445, 900-903.
    • (2007) Nature , vol.445 , pp. 900-903
    • Sakakura, A.1    Ukai, A.2    Ishihara, K.3
  • 41
    • 0037241494 scopus 로고    scopus 로고
    • π-Nucleophilicity in Carbon-Carbon Bond-Forming Reactions
    • Mayr, H.; Kempf, B.; Ofial, A. R. π-Nucleophilicity in Carbon-Carbon Bond-Forming Reactions. Acc. Chem. Res. 2003, 36, 66-77.
    • (2003) Acc. Chem. Res. , vol.36 , pp. 66-77
    • Mayr, H.1    Kempf, B.2    Ofial, A.R.3
  • 43
    • 84882952253 scopus 로고    scopus 로고
    • Enantioselective Organocatalytic Fluorination-Induced Wagner-Meerwein Rearrangement
    • Romanov-Michailidis, F.; Guénée, L.; Alexakis, A. Enantioselective Organocatalytic Fluorination-Induced Wagner-Meerwein Rearrangement. Angew. Chem., Int. Ed. 2013, 52, 9266-9270.
    • (2013) Angew. Chem., Int. Ed. , vol.52 , pp. 9266-9270
    • Romanov-Michailidis, F.1    Guénée, L.2    Alexakis, A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.