메뉴 건너뛰기




Volumn 35, Issue 10, 2002, Pages 867-877

Thermal reactions of dipolar trimethylenemethane species

Author keywords

[No Author keywords available]

Indexed keywords

2 METHYLENECYCLOPROPANE; ALKENE DERIVATIVE; ALKYNE DERIVATIVE; CARBONYL DERIVATIVE; CYCLOPROPANE DERIVATIVE; FULLERENE DERIVATIVE; METHANE; OXIME DERIVATIVE; REAGENT; TRIMETHYLENEMETHANE; UNCLASSIFIED DRUG; ZINC DERIVATIVE;

EID: 0036798496     PISSN: 00014842     EISSN: None     Source Type: Journal    
DOI: 10.1021/ar0100935     Document Type: Article
Times cited : (169)

References (66)
  • 4
  • 5
    • 0001666553 scopus 로고
    • Thermal reactions of substituted cyclopropenone acetals. Regio- and stereochemistry of vinylcarbene formation and low-temperature [3 + 2] cycloaddition
    • (b) Tokuyama, H.; Isaka, M.; Nakamura, E. Thermal Reactions of Substituted Cyclopropenone Acetals. Regio- and Stereochemistry of Vinylcarbene Formation and Low-Temperature [3 + 2] Cycloaddition. J. Am. Chem. Soc. 1992, 114, 5523-5530.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 5523-5530
    • Tokuyama, H.1    Isaka, M.2    Nakamura, E.3
  • 6
    • 0003619442 scopus 로고
    • Thermal [3 + 2] cycloadditions-"A 6π Game"
    • Noyori, R., Ed.; Tokyo Kagaku Dojin: Tokyo
    • (a) Nakamura, E. Thermal [3 + 2] Cycloadditions-"A 6π Game". In Organic Synthesis in Japan. Past, Present and Future; Noyori, R., Ed.; Tokyo Kagaku Dojin: Tokyo, 1992; pp 275-282.
    • (1992) Organic Synthesis in Japan. Past, Present and Future , pp. 275-282
    • Nakamura, E.1
  • 7
    • 0011020152 scopus 로고    scopus 로고
    • [3 + 2] cycloaddition of trimethylenemethane and its equivalents
    • in press
    • (b) Yamago, S.; Nakamura, E. [3 + 2] Cycloaddition of Trimethylenemethane and Its Equivalents. Org. React., in press.
    • Org. React.
    • Yamago, S.1    Nakamura, E.2
  • 8
    • 33747379455 scopus 로고
    • Trimethylenemethane
    • Dowd, P. Trimethylenemethane. Acc. Chem. Res. 1972, 5, 242-248.
    • (1972) Acc. Chem. Res. , vol.5 , pp. 242-248
    • Dowd, P.1
  • 9
    • 0000624316 scopus 로고
    • The chemistry of trimethylenemethanes, a new class of biradical reactive intermediates
    • Berson, J. A. The Chemistry of Trimethylenemethanes, a New Class of Biradical Reactive Intermediates. Acc. Chem. Res. 1978, 11, 446-453.
    • (1978) Acc. Chem. Res. , vol.11 , pp. 446-453
    • Berson, J.A.1
  • 10
    • 0037883436 scopus 로고    scopus 로고
    • The versatile trimethylenemethane diyl; diyl trapping reactions-retrospective and new modes reactivity
    • Allan, A. M.; Carroll, G. L.; Little, R. D. The Versatile Trimethylenemethane Diyl; Diyl Trapping Reactions-Retrospective and New Modes Reactivity. Eur. J. Org. Chem. 1998, 1-12. Little, R. D. Diyl Trapping and Electroreductive Cyclization Reactions. Chem. Rev. 1996, 96, 93-114. Little, R. D. The Intramolecular Diyl Trapping Reaction. A Useful Tool for Organic Synthesis. Chem. Rev. 1986, 86, 875-884.
    • (1998) Eur. J. Org. Chem. , pp. 1-12
    • Allan, A.M.1    Carroll, G.L.2    Little, R.D.3
  • 11
    • 0002658567 scopus 로고    scopus 로고
    • Diyl trapping and electroreductive cyclization reactions
    • Allan, A. M.; Carroll, G. L.; Little, R. D. The Versatile Trimethylenemethane Diyl; Diyl Trapping Reactions-Retrospective and New Modes Reactivity. Eur. J. Org. Chem. 1998, 1-12. Little, R. D. Diyl Trapping and Electroreductive Cyclization Reactions. Chem. Rev. 1996, 96, 93-114. Little, R. D. The Intramolecular Diyl Trapping Reaction. A Useful Tool for Organic Synthesis. Chem. Rev. 1986, 86, 875-884.
    • (1996) Chem. Rev. , vol.96 , pp. 93-114
    • Little, R.D.1
  • 12
    • 0001323847 scopus 로고
    • The intramolecular diyl trapping reaction. A useful tool for organic synthesis
    • Allan, A. M.; Carroll, G. L.; Little, R. D. The Versatile Trimethylenemethane Diyl; Diyl Trapping Reactions-Retrospective and New Modes Reactivity. Eur. J. Org. Chem. 1998, 1-12. Little, R. D. Diyl Trapping and Electroreductive Cyclization Reactions. Chem. Rev. 1996, 96, 93-114. Little, R. D. The Intramolecular Diyl Trapping Reaction. A Useful Tool for Organic Synthesis. Chem. Rev. 1986, 86, 875-884.
    • (1986) Chem. Rev. , vol.86 , pp. 875-884
    • Little, R.D.1
  • 13
    • 49249149135 scopus 로고
    • A new route to linearly fused tricyclopentanoids. Diyl trapping reactions in organic synthesis
    • Little, R. D.; Bukhari, A.; Venegas, M. G. A New Route to Linearly Fused Tricyclopentanoids. Diyl Trapping Reactions in Organic Synthesis. Tetrahedron Lett. 1979, 4, 305-308.
    • (1979) Tetrahedron Lett. , vol.4 , pp. 305-308
    • Little, R.D.1    Bukhari, A.2    Venegas, M.G.3
  • 14
    • 0000647880 scopus 로고
    • Kinetics of some methylenecyclopropane rearrangements
    • LeFevre, G. N.; Crawford, R. J. Kinetics of Some Methylenecyclopropane Rearrangements. J. Org. Chem. 1986, 51, 747-749. Kirmse, W.; Murawski, H.-R. Thermal Rearrangement of 1-Alkoxy-2-methylenecycloproanes. J. Chem. Soc., Chem. Commun. 1977, 122-123.
    • (1986) J. Org. Chem. , vol.51 , pp. 747-749
    • LeFevre, G.N.1    Crawford, R.J.2
  • 15
    • 37049105219 scopus 로고
    • Thermal rearrangement of 1-alkoxy-2-methylenecycloproanes
    • LeFevre, G. N.; Crawford, R. J. Kinetics of Some Methylenecyclopropane Rearrangements. J. Org. Chem. 1986, 51, 747-749. Kirmse, W.; Murawski, H.-R. Thermal Rearrangement of 1-Alkoxy-2-methylenecycloproanes. J. Chem. Soc., Chem. Commun. 1977, 122-123.
    • (1977) J. Chem. Soc., Chem. Commun. , pp. 122-123
    • Kirmse, W.1    Murawski, H.-R.2
  • 16
    • 0001409032 scopus 로고
    • Degeneracy in the methylenecyclopropane rearrangement
    • Gilbert, J. C.; Butler, J. R. Degeneracy in the Methylenecyclopropane Rearrangement. J. Am. Chem. Soc. 1970, 92, 2168-2169.
    • (1970) J. Am. Chem. Soc. , vol.92 , pp. 2168-2169
    • Gilbert, J.C.1    Butler, J.R.2
  • 17
    • 0000899222 scopus 로고
    • Reaction of methylenecyclopro panes with tetracyanoethylene. A new cycloaddition involving three- and four-carbon units
    • Noyori, R.; Hayashi, N.; Kato, M. Reaction of Methylenecyclopro panes with Tetracyanoethylene. A New Cycloaddition Involving Three- and Four-Carbon Units. J. Am. Chem. Soc. 1971, 93, 4948-4950.
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 4948-4950
    • Noyori, R.1    Hayashi, N.2    Kato, M.3
  • 18
    • 0000389478 scopus 로고
    • Use of methylenecyclopropanone ketals for cyclopentane synthesis. A new efficient thermal [3 + 2] cycloaddition
    • Yamago, S.; Nakamura, E. Use of Methylenecyclopropanone Ketals for Cyclopentane Synthesis. A New Efficient Thermal [3 + 2] Cycloaddition. J. Am. Chem. Soc. 1989, 111,7285-7286.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 7285-7286
    • Yamago, S.1    Nakamura, E.2
  • 19
    • 0010979111 scopus 로고
    • The bimolecular reactions of trimethylenemethane diradicals with acrylonitrile and molecular oxygen
    • Dolbier, J. W. R., Jr.; Burkholder, C. R. The Bimolecular Reactions of Trimethylenemethane Diradicals with Acrylonitrile and Molecular Oxygen. Tetrahedon 1985, 41, 297-307.
    • (1985) Tetrahedon , vol.41 , pp. 297-307
    • Dolbier J.W.R., Jr.1    Burkholder, C.R.2
  • 20
    • 0011036634 scopus 로고
    • Synthesis and thermolysis of 5-alkylidenebicyclo[2.1.0]pentanes. Generation and dimerization of trimethylenemethane triplet biradicals by bond rupture of strained hydrocarbons
    • Rule, M.; Mondo, J. A.; Berson, J. A. Synthesis and Thermolysis of 5-Alkylidenebicyclo[2.1.0]pentanes. Generation and Dimerization of Trimethylenemethane Triplet Biradicals by Bond Rupture of Strained Hydrocarbons. J. Am. Chem. Soc. 1982, 104, 2209-2216. Mazur, M. R.; Berson, J. A. Formal Kinetic Proof of Reversible Unimolecular Transformation to a Biradical as an Obligatory First Step in the Mechanism of Cycloaddition of 5-Isopropylidenebicyclo[2.1.0]pentane to Olefins. J. Am. Chem. Soc. 1982, 104, 2217-2222. Mazur, M. R.; Berson, J. A. ldentification of a Biradical as the Reactive Form of the 2-Isopropyridenecyclopentane-1,3-diyl Singlet Species. J. Am. Chem. Soc. 1981, 103, 684-686.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 2209-2216
    • Rule, M.1    Mondo, J.A.2    Berson, J.A.3
  • 21
    • 0010979112 scopus 로고
    • Formal kinetic proof of reversible unimolecular transformation to a biradical as an obligatory first step in the mechanism of cycloaddition of 5-isopropylidenebicyclo[2.1.0]pentane to olefins
    • Rule, M.; Mondo, J. A.; Berson, J. A. Synthesis and Thermolysis of 5-Alkylidenebicyclo[2.1.0]pentanes. Generation and Dimerization of Trimethylenemethane Triplet Biradicals by Bond Rupture of Strained Hydrocarbons. J. Am. Chem. Soc. 1982, 104, 2209-2216. Mazur, M. R.; Berson, J. A. Formal Kinetic Proof of Reversible Unimolecular Transformation to a Biradical as an Obligatory First Step in the Mechanism of Cycloaddition of 5-Isopropylidenebicyclo[2.1.0]pentane to Olefins. J. Am. Chem. Soc. 1982, 104, 2217-2222. Mazur, M. R.; Berson, J. A. ldentification of a Biradical as the Reactive Form of the 2-Isopropyridenecyclopentane-1,3-diyl Singlet Species. J. Am. Chem. Soc. 1981, 103, 684-686.
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 2217-2222
    • Mazur, M.R.1    Berson, J.A.2
  • 22
    • 0010974345 scopus 로고
    • Identification of a biradical as the reactive form of the 2-isopropyridenecyclopentane-1,3-diyl singlet species
    • Rule, M.; Mondo, J. A.; Berson, J. A. Synthesis and Thermolysis of 5-Alkylidenebicyclo[2.1.0]pentanes. Generation and Dimerization of Trimethylenemethane Triplet Biradicals by Bond Rupture of Strained Hydrocarbons. J. Am. Chem. Soc. 1982, 104, 2209-2216. Mazur, M. R.; Berson, J. A. Formal Kinetic Proof of Reversible Unimolecular Transformation to a Biradical as an Obligatory First Step in the Mechanism of Cycloaddition of 5-Isopropylidenebicyclo[2.1.0]pentane to Olefins. J. Am. Chem. Soc. 1982, 104, 2217-2222. Mazur, M. R.; Berson, J. A. ldentification of a Biradical as the Reactive Form of the 2-Isopropyridenecyclopentane-1,3-diyl Singlet Species. J. Am. Chem. Soc. 1981, 103, 684-686.
    • (1981) J. Am. Chem. Soc. , vol.103 , pp. 684-686
    • Mazur, M.R.1    Berson, J.A.2
  • 23
    • 0011049586 scopus 로고
    • The influence of substituents on the molecular orbital energies and ground electronic states of substituted trimethylenemethanes
    • Carpenter, B. K.; Little, R. D.; Berson, J. A. The Influence of Substituents on the Molecular Orbital Energies and Ground Electronic States of Substituted Trimethylenemethanes. J. Am. Chem. Soc. 1976, 98, 5723-5725. Platz, M. S.; McBride, J. M.; Little, R. D.; Harrison, J. J.; Shaw, A.; Potter, S. E.; Berson, J. A. Triplet Ground States of Trimethylenemethanes. J. Am. Chem. Soc. 1976, 98, 5725-5726. Siemionko, R.; Shaw, A.; O'Connell, G.; Little, R. D.; Carpenter, B. K.; Shen, L.; Berson, J. A. Frontier Orbital Control of Regiospecificity in Sinlget Cycloadditions of 2-Methylenecyclopenta-1,3-Diyls. Tetrahedron Lett. 1978, 3529.
    • (1976) J. Am. Chem. Soc. , vol.98 , pp. 5723-5725
    • Carpenter, B.K.1    Little, R.D.2    Berson, J.A.3
  • 24
    • 0001036519 scopus 로고
    • Triplet ground states of trimethylenemethanes
    • Carpenter, B. K.; Little, R. D.; Berson, J. A. The Influence of Substituents on the Molecular Orbital Energies and Ground Electronic States of Substituted Trimethylenemethanes. J. Am. Chem. Soc. 1976, 98, 5723-5725. Platz, M. S.; McBride, J. M.; Little, R. D.; Harrison, J. J.; Shaw, A.; Potter, S. E.; Berson, J. A. Triplet Ground States of Trimethylenemethanes. J. Am. Chem. Soc. 1976, 98, 5725-5726. Siemionko, R.; Shaw, A.; O'Connell, G.; Little, R. D.; Carpenter, B. K.; Shen, L.; Berson, J. A. Frontier Orbital Control of Regiospecificity in Sinlget Cycloadditions of 2-Methylenecyclopenta-1,3-Diyls. Tetrahedron Lett. 1978, 3529.
    • (1976) J. Am. Chem. Soc. , vol.98 , pp. 5725-5726
    • Platz, M.S.1    McBride, J.M.2    Little, R.D.3    Harrison, J.J.4    Shaw, A.5    Potter, S.E.6    Berson, J.A.7
  • 25
    • 0002604064 scopus 로고
    • Frontier orbital control of regiospecificity in sinlget cycloadditions of 2-methylenecyclopenta-1,3-diyls
    • Carpenter, B. K.; Little, R. D.; Berson, J. A. The Influence of Substituents on the Molecular Orbital Energies and Ground Electronic States of Substituted Trimethylenemethanes. J. Am. Chem. Soc. 1976, 98, 5723-5725. Platz, M. S.; McBride, J. M.; Little, R. D.; Harrison, J. J.; Shaw, A.; Potter, S. E.; Berson, J. A. Triplet Ground States of Trimethylenemethanes. J. Am. Chem. Soc. 1976, 98, 5725-5726. Siemionko, R.; Shaw, A.; O'Connell, G.; Little, R. D.; Carpenter, B. K.; Shen, L.; Berson, J. A. Frontier Orbital Control of Regiospecificity in Sinlget Cycloadditions of 2-Methylenecyclopenta-1,3-Diyls. Tetrahedron Lett. 1978, 3529.
    • (1978) Tetrahedron Lett. , pp. 3529
    • Siemionko, R.1    Shaw, A.2    O'Connell, G.3    Little, R.D.4    Carpenter, B.K.5    Shen, L.6    Berson, J.A.7
  • 26
    • 0011058357 scopus 로고    scopus 로고
    • Synthesis and [3 + 2] cycloaddition of 2,2-dialkoxy-l-methylenecylopropane: 6,6-Dimethyl-4,8-dioxa-l-methylenespiro[2.5]-octane
    • submitted for publication
    • Nakamura, M.; Wang, X. Q.; Isaka M.; Yamago, S.; Nakamura, E. Synthesis and [3 + 2] Cycloaddition of 2,2-Dialkoxy-l-methylenecylopropane: 6,6-Dimethyl-4,8-dioxa-l-methylenespiro[2.5]-octane. Org. Synth., submitted for publication.
    • Org. Synth.
    • Nakamura, M.1    Wang, X.Q.2    Isaka, M.3    Yamago, S.4    Nakamura, E.5
  • 27
    • 0024451062 scopus 로고
    • Applications of metalated cyclopropenone ketals in a general synthesis of cyclopropenones. An efficient synthesis of the antibiotic penitricin
    • Isaka, M.; Matsuzawa, S.; Yamago, S.; Ejiri, S.; Miyachi, Y.; Nakamura, E. Applications of Metalated Cyclopropenone Ketals in a General Synthesis of Cyclopropenones. An Efficient Synthesis of the Antibiotic Penitricin. J. Org. Chem. 1989, 54, 4727-4729. Isaka, M.; Ejiri, S.; Nakamura, E. General Synthesis of Cyclopropenones and Their Acetals. Tetrahedron 1992, 48, 2045-2057.
    • (1989) J. Org. Chem. , vol.54 , pp. 4727-4729
    • Isaka, M.1    Matsuzawa, S.2    Yamago, S.3    Ejiri, S.4    Miyachi, Y.5    Nakamura, E.6
  • 28
    • 0026563068 scopus 로고
    • General synthesis of cyclopropenones and their acetals
    • Isaka, M.; Matsuzawa, S.; Yamago, S.; Ejiri, S.; Miyachi, Y.; Nakamura, E. Applications of Metalated Cyclopropenone Ketals in a General Synthesis of Cyclopropenones. An Efficient Synthesis of the Antibiotic Penitricin. J. Org. Chem. 1989, 54, 4727-4729. Isaka, M.; Ejiri, S.; Nakamura, E. General Synthesis of Cyclopropenones and Their Acetals. Tetrahedron 1992, 48, 2045-2057.
    • (1992) Tetrahedron , vol.48 , pp. 2045-2057
    • Isaka, M.1    Ejiri, S.2    Nakamura, E.3
  • 29
    • 0001215023 scopus 로고
    • Reversible generation of trimethylenemethanes by mild thermolysis of dialkoxy methylenecyclopropanes
    • Nakamura, E.; Yamago, S.; Ejiri, S.; Dorigo, A. E.; Morokuma, K. Reversible Generation of Trimethylenemethanes by Mild Thermolysis of Dialkoxy Methylenecyclopropanes. J. Am. Chem. Soc. 1991, 113, 3183-3184.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 3183-3184
    • Nakamura, E.1    Yamago, S.2    Ejiri, S.3    Dorigo, A.E.4    Morokuma, K.5
  • 30
    • 0002646154 scopus 로고    scopus 로고
    • Cycloaddition reactions of trimethylenemethane radical cation generated from methylenecyclopropanone thioacetal
    • Nakamura, M.; Toganoh, M.; Ohara, H.; Nakamura, E. Cycloaddition Reactions of Trimethylenemethane Radical Cation Generated from Methylenecyclopropanone Thioacetal. Org. Lett. 1999, 1,7-10.
    • (1999) Org. Lett. , vol.1 , pp. 7-10
    • Nakamura, M.1    Toganoh, M.2    Ohara, H.3    Nakamura, E.4
  • 32
    • 33749552675 scopus 로고
    • A concise synthetic route to cyclopentenes by [3 + 2] cycloaddition of dipolar trimethylenemethane to acetylenes
    • Yamago, S.; Ejiri, S.; Nakamura, E. A Concise Synthetic Route to Cyclopentenes by [3 + 2] Cycloaddition of Dipolar Trimethylenemethane to Acetylenes. Angew. Chem., Int. Ed. Engl. 1995, 34, 2154-2156.
    • (1995) Angew. Chem., Int. Ed. Engl. , vol.34 , pp. 2154-2156
    • Yamago, S.1    Ejiri, S.2    Nakamura, E.3
  • 33
    • 0000425786 scopus 로고    scopus 로고
    • Thermal hetero [3 + 2] cycloaddition of dipolar trimethylenemethane to O-alkyloximes. Straightforward synthetic route to substituted pyrrolidines and prolines
    • Yamago, S.; Nakamura, M.; Wang, X. Q.; Yanagawa, M.; Tokumitsu, S.; Nakamura, E. Thermal Hetero [3 + 2] Cycloaddition of Dipolar Trimethylenemethane to O-Alkyloximes. Straightforward Synthetic Route to Substituted Pyrrolidines and Prolines. J. Org. Chem. 1998, 63, 1694-1703.
    • (1998) J. Org. Chem. , vol.63 , pp. 1694-1703
    • Yamago, S.1    Nakamura, M.2    Wang, X.Q.3    Yanagawa, M.4    Tokumitsu, S.5    Nakamura, E.6
  • 34
    • 0001021516 scopus 로고    scopus 로고
    • Formal asymmetric synthesis of pentalenolactone E pentalenolactone F 1. Retrosynthesis and π-facil differentiation in palladium-catalyzed and dipolar [3 + 2]-cycloaddition reactions of bicyclic alkenes: Evidence for electrostatic control of stereochemistry
    • Rosenstock, B.; Gais, H.-J.; Herrmann, E.; Raabe, G.; Binger, P.; Freund, A.; Wedemann, P.; Krüger, C.; Lindner, J. Formal Asymmetric Synthesis of Pentalenolactone E and Pentalenolactone F 1. Retrosynthesis and π-Facil Differentiation in PalladiumCatalyzed and Dipolar [3 + 2]-Cycloaddition Reactions of Bicyclic Alkenes: Evidence for Electrostatic Control of Stereochemistry. Eur. J. Org. Chem. 1998, 257-273.
    • (1998) Eur. J. Org. Chem. , pp. 257-273
    • Rosenstock, B.1    Gais, H.-J.2    Herrmann, E.3    Raabe, G.4    Binger, P.5    Freund, A.6    Wedemann, P.7    Krüger, C.8    Lindner, J.9
  • 35
    • 0011044183 scopus 로고
    • Use of heteroatom-containing π systems as diylophiles in the intermolecular 1,3-diyl trapping reaction. Construction of heterocycles
    • Little, R. D.; Bode, H.; Stone, K. J.; Wallquist, O.; Dannecker, R. Use of Heteroatom-Containing π Systems as Diylophiles in the Intermolecular 1,3-Diyl Trapping Reaction. Construction of Heterocycles J. Org. Chem. 1985, 50, 2400-2401.
    • (1985) J. Org. Chem. , vol.50 , pp. 2400-2401
    • Little, R.D.1    Bode, H.2    Stone, K.J.3    Wallquist, O.4    Dannecker, R.5
  • 36
    • 0001320310 scopus 로고
    • Regio- and endo-stereoselective [3 + 2] cycloaddition of trimethylenemethane to electron-deficient olefin
    • Ejiri, S.; Yamago, S.; Nakamura, E. Regio- and endo-Stereoselective [3 + 2] Cycloaddition of Trimethylenemethane to Electron-Deficient Olefin. J. Am. Chem. Soc. 1992, 114, 8707-8708.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 8707-8708
    • Ejiri, S.1    Yamago, S.2    Nakamura, E.3
  • 37
    • 0000037750 scopus 로고
    • Criteria for concertedness in cycloadditions
    • Trost, B. M.; Miller, M. L. Criteria for Concertedness in Cycloadditions. J. Am. Chem. Soc. 1988, 110, 3687-3689.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 3687-3689
    • Trost, B.M.1    Miller, M.L.2
  • 38
    • 0034354514 scopus 로고    scopus 로고
    • Intramolecular [3 + 2] cycloaddition reaction of dipolar trimethylenemethane
    • Nakamura, M.; Toganoh, M.; Wang, X. Q.; Yamago, S.; Nakamura, E. Intramolecular [3 + 2] Cycloaddition Reaction of Dipolar Trimethylenemethane. Chem. Lett. 2000, 664-665.
    • (2000) Chem. Lett. , pp. 664-665
    • Nakamura, M.1    Toganoh, M.2    Wang, X.Q.3    Yamago, S.4    Nakamura, E.5
  • 39
    • 0000048482 scopus 로고
    • Intramolecular Diels-Alder reactions
    • Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K.
    • Roush, W. R. Intramolecular Diels-Alder Reactions. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 5, pp 513-550.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 513-550
    • Roush, W.R.1
  • 41
    • 0000860517 scopus 로고
    • A single electron-transfer pathway in the [3 + 2] cycloaddition of dipolar trimethylenemethane with olefins
    • Yamago, S.; Ejiri, S.; Nakamura, M.; Nakamura, E. A Single Electron-Transfer Pathway in the [3 + 2] Cycloaddition of Dipolar Trimethylenemethane with Olefins. J. Am. Chem. Soc. 1993, 115, 5344-5345.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 5344-5345
    • Yamago, S.1    Ejiri, S.2    Nakamura, M.3    Nakamura, E.4
  • 42
    • 0013172614 scopus 로고
    • Expression of dipolar character in diyl trapping chemistry
    • Little, R. D.; Brown, L. M.; Masjedizadeh, M. R. Expression of Dipolar Character in Diyl Trapping Chemistry. J. Am. Chem. Soc. 1992, 114, 1-3075.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 1-3075
    • Little, R.D.1    Brown, L.M.2    Masjedizadeh, M.R.3
  • 43
    • 33751554335 scopus 로고
    • Thermal hetero [3 + 2] cycloaddition approach to functionalized tetrahydrofurans
    • Yamago, S.; Nakamura, E. Thermal Hetero [3 + 2] Cycloaddition Approach to Functionalized Tetrahydrofurans. J. Org. Chem. 1990, 55, 5553-5555.
    • (1990) J. Org. Chem. , vol.55 , pp. 5553-5555
    • Yamago, S.1    Nakamura, E.2
  • 44
    • 0033474045 scopus 로고    scopus 로고
    • Thermal hetero [3 + 2] cycloaddition of dipolar trimethylenemethane to N-sulfonyl and N-acyl imines. Synthesis of γ-amino acid derivatives
    • Yamago, S.; Yanagawa, M. Nakamura, E. Thermal Hetero [3 + 2] Cycloaddition of Dipolar Trimethylenemethane to N-Sulfonyl and N-Acyl Imines. Synthesis of γ-Amino Acid Derivatives. Chem. Lett. 1999, 879-880.
    • (1999) Chem. Lett. , pp. 879-880
    • Yamago, S.1    Yanagawa, M.2    Nakamura, E.3
  • 45
    • 0011007069 scopus 로고
    • Biradical trapping: The formation of bicyclic peroxides via the thermal and photodecomposition of azo compounds in the presence of oxygen
    • Cf.: Wilson, R. M.; Geiser, F. Biradical Trapping: The Formation of Bicyclic Peroxides via the Thermal and Photodecomposition of Azo Compounds in the Presence of Oxygen. J. Am. Chem. Soc. 1978, 100, 2225-2226.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 2225-2226
    • Wilson, R.M.1    Geiser, F.2
  • 46
    • 0010978777 scopus 로고
    • Dimerization and cycloaddition reactions of trimethylenemethane derivative, 2-1sopropylidenecyclopenta-1,3-diyl. Mechanistic separation of triplet and singlet reactions
    • Corwin, L. R.; McDaniel, D. M.; Bushby, R. J.; Berson, J. A. Dimerization and Cycloaddition Reactions of Trimethylenemethane Derivative, 2-1sopropylidenecyclopenta-1,3-Diyl. Mechanistic Separation of Triplet and Singlet Reactions. J. Am. Chem. Soc. 1980, 102, 276-288.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 276-288
    • Corwin, L.R.1    McDaniel, D.M.2    Bushby, R.J.3    Berson, J.A.4
  • 47
    • 0034966428 scopus 로고    scopus 로고
    • [3 + 3] cycloaddition reaction of dipolar trimethylenemethane with active methylene compound
    • Noyori Special Issue
    • Nakamura, M.; Yoshikai, N.; Toganoh, M.; Nakamura, E. [3 + 3] Cycloaddition Reaction of Dipolar Trimethylenemethane with Active Methylene Compound. Synlett 2001, 1030-1033 (Noyori Special Issue).
    • (2001) Synlett , pp. 1030-1033
    • Nakamura, M.1    Yoshikai, N.2    Toganoh, M.3    Nakamura, E.4
  • 49
    • 0029802567 scopus 로고    scopus 로고
    • Synthesis of dimethyleneketene acetals and their [2 + 2] cycloaddition to olefins and [60]fullerene as cyclopropanecarboxylate synthons
    • Yamago, S.; Takeichi, A.; Nakamura, E. Synthesis of Dimethyleneketene Acetals and Their [2 + 2] Cycloaddition to Olefins and [60]Fullerene as Cyclopropanecarboxylate Synthons. Synthesis 1996, 1380-1388.
    • (1996) Synthesis , pp. 1380-1388
    • Yamago, S.1    Takeichi, A.2    Nakamura, E.3
  • 50
    • 0036003117 scopus 로고    scopus 로고
    • Carbozincation of dipolar trimethylenemethane. A new route to functionalized organozinc reagents
    • Nakamura, M.; Yoshikai, N.; Nakamura, E. Carbozincation of Dipolar Trimethylenemethane. A New Route to Functionalized Organozinc Reagents. Chem. Lett. 2002, 146-147.
    • (2002) Chem. Lett. , pp. 146-147
    • Nakamura, M.1    Yoshikai, N.2    Nakamura, E.3
  • 52
    • 0000814947 scopus 로고    scopus 로고
    • Regioselective allylzincation of alkenylboronate
    • (a) Nakamura, M.; Hara, K.; Hatakeyama, T.; Nakamura, E. Regioselective Allylzincation of Alkenylboronate. Org. Lett. 2001, 3, 3137-3140.
    • (2001) Org. Lett. , vol.3 , pp. 3137-3140
    • Nakamura, M.1    Hara, K.2    Hatakeyama, T.3    Nakamura, E.4
  • 53
    • 0030748183 scopus 로고    scopus 로고
    • Addition of zincated hydrazone with vinyl grignard reagent. Ketone synthesis by four-component coupling
    • (b) Nakamura, E.; Kubota, K.; Sakata, G. Addition of Zincated Hydrazone with Vinyl Grignard Reagent. Ketone Synthesis by Four-Component Coupling. J. Am. Chem. Soc. 1997, 119, 5457-5459.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 5457-5459
    • Nakamura, E.1    Kubota, K.2    Sakata, G.3
  • 54
    • 0031469196 scopus 로고    scopus 로고
    • Addition of azaenolate to simple unactivated olefin
    • (c) Kubota, K.; Nakamura, E. Addition of Azaenolate to Simple Unactivated Olefin. Angew. Chem., Int. Ed. Engl. 1997, 36, 2491-2493.
    • (1997) Angew. Chem., Int. Ed. Engl. , vol.36 , pp. 2491-2493
    • Kubota, K.1    Nakamura, E.2
  • 55
    • 33750456293 scopus 로고
    • Trost, B. M., Fleming, I., Eds.; Pergamon Press: London, Chapter 1.14
    • Kuwajima, I.; Nakamura, E. Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: London, 1991; Vol. 2, Chapter 1.14.
    • (1991) Comprehensive Organic Synthesis
    • Kuwajima, I.1    Nakamura, E.2
  • 58
    • 0030501646 scopus 로고    scopus 로고
    • Cycloaddition of dipolar trimethylenemethane to C70 promoted by a trace amount of water
    • Yamago, S.; Nakamura, E. Cycloaddition of Dipolar Trimethylenemethane to C70 Promoted by a Trace Amount of Water. Chem. Lett. 1996, 395-396.
    • (1996) Chem. Lett. , pp. 395-396
    • Yamago, S.1    Nakamura, E.2
  • 59
    • 0000661077 scopus 로고
    • Chemical derivatization of organofullerenes through oxidation, reduction, C-O and C-C bond forming reactions
    • Yamago, S.; Tokuyama, H.; Nakamura, E.; Prato, M.; Wudl, F. Chemical Derivatization of Organofullerenes through Oxidation, Reduction, C-O and C-C Bond Forming Reactions. J. Org. Chem. 1993, 58, 4796-4798.
    • (1993) J. Org. Chem. , vol.58 , pp. 4796-4798
    • Yamago, S.1    Tokuyama, H.2    Nakamura, E.3    Prato, M.4    Wudl, F.5
  • 61
    • 0029809466 scopus 로고    scopus 로고
    • Biological activity of water-soluble fullerenes. Structural dependence of DNA cleavage, cytotoxicity and enzyme inhibitory activities
    • Nakamura, E.; Tokuyama, H.; Yamago, S.; Shiraki, T.; Sugiura, Y. Biological Activity of Water-Soluble Fullerenes. Structural Dependence of DNA Cleavage, Cytotoxicity and Enzyme Inhibitory Activities. Bull. Soc. Chem. Jpn. 1996, 69, 2143-2151.
    • (1996) Bull. Soc. Chem. Jpn. , vol.69 , pp. 2143-2151
    • Nakamura, E.1    Tokuyama, H.2    Yamago, S.3    Shiraki, T.4    Sugiura, Y.5
  • 66
    • 0035903716 scopus 로고    scopus 로고
    • Atomic force microscope studies on condensation of plasmid DNA with functionalized fullerene
    • Isobe, H.; Sugiyama, S.; Fukui, K-i.; Iwasawa, Y.; Nakamura, E. Atomic Force Microscope Studies on Condensation of Plasmid DNA with Functionalized Fullerene. Angew. Chem., Int. Ed. 2001, 40, 3364-3367.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 3364-3367
    • Isobe, H.1    Sugiyama, S.2    Fukui, K.-I.3    Iwasawa, Y.4    Nakamura, E.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.