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Volumn 61, Issue 1-2 SPEC. ISS., 2004, Pages 69-75

Unexpected reactivity difference between iodo-alkene moieties of steroids possessing remote lactame or cycloalkane structural units: A theoretical approach

Author keywords

Long range effect; Reactivity; Steroid

Indexed keywords

17 IODO 4 AZA 4 METHYLANDROST 16 EN 3 ONE; 17 IODO 4 AZAANDROST 16 EN 3 ONE; 17 IODOANDROST 16 ENE; CYCLOHEXANE; LACTAM DERIVATIVE; STEROID; UNCLASSIFIED DRUG;

EID: 9344264596     PISSN: 0165022X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jbbm.2004.06.005     Document Type: Conference Paper
Times cited : (1)

References (21)
  • 1
    • 0034812968 scopus 로고    scopus 로고
    • Influence of remote substituents on the equatorial/axial selectivity in the monooxygenation of methylene C-H bonds of substituted cyclohexanes
    • M.E. González-Núñez, G. Castellano, C. Andreu, J. Royo, M. Báguena, and R. Mello Influence of remote substituents on the equatorial/axial selectivity in the monooxygenation of methylene C-H bonds of substituted cyclohexanes J. Am. Chem. Soc. 123 2001 7487 7491
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 7487-7491
    • González-Núñez, M.E.1    Castellano, G.2    Andreu, C.3    Royo, J.4    Báguena, M.5    Mello, R.6
  • 2
    • 0034806775 scopus 로고    scopus 로고
    • Nucleophilic substitution at the imidoyl carbon atom: Intermediate mechanistic and reactivity behavior between carbonyl and vinyl carbon substitution
    • H.G. Li, C. Kon Kim, B.-S. Lee, C. Kyung Kim, S.K. Rhee, and I. Lee Nucleophilic substitution at the imidoyl carbon atom: intermediate mechanistic and reactivity behavior between carbonyl and vinyl carbon substitution J. Am. Chem. Soc. 123 2001 2326 2333
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 2326-2333
    • Li, H.G.1    Kon Kim, C.2    Lee, B.-S.3    Kyung Kim, C.4    Rhee, S.K.5    Lee, I.6
  • 3
    • 0024802845 scopus 로고
    • Photoactivation of distal functional-groups in polyfunctional molecules-intramolecular aryl sentitized ketone photoreduction via an internal singlet triplet switch
    • Z.-Z. Wu, and H. Morrison Photoactivation of distal functional-groups in polyfunctional molecules-intramolecular aryl sentitized ketone photoreduction via an internal singlet triplet switch J. Am. Chem. Soc. 111 1989 9267 9269
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 9267-9269
    • Wu, Z.-Z.1    Morrison, H.2
  • 4
    • 0030758957 scopus 로고    scopus 로고
    • Steroids as photonic wires. Z→E olefin photoisomerization involving ketone singlet→triplet switches by through-bond energy transfer
    • J.K. Agyin, L.D. Timberlake, and H. Morrison Steroids as photonic wires. Z→E olefin photoisomerization involving ketone singlet→triplet switches by through-bond energy transfer J. Am. Chem. Soc. 119 1997 7945 7953
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 7945-7953
    • Agyin, J.K.1    Timberlake, L.D.2    Morrison, H.3
  • 5
    • 0000853798 scopus 로고
    • Temperature-independent long-range electron-transfer reactions in the Marcus inverted region
    • N. Liang, J.R. Miller, and G.L. Closs Temperature-independent long-range electron-transfer reactions in the Marcus inverted region J. Am. Chem. Soc. 112 1990 5353 5354
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 5353-5354
    • Liang, N.1    Miller, J.R.2    Closs, G.L.3
  • 6
    • 0030839911 scopus 로고    scopus 로고
    • Intramolecular long-distance electron transfer and triplet energy transfer. Photophysical and photochemical studies on a norbornadiene-steroid- benzidine system
    • C.-H. Tung, L.-P. Zhang, L. Yi, H. Cao, and Y. Tanimoto Intramolecular long-distance electron transfer and triplet energy transfer. Photophysical and photochemical studies on a norbornadiene-steroid-benzidine system J. Am. Chem. Soc. 119 1997 5348 5354
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 5348-5354
    • Tung, C.-H.1    Zhang, L.-P.2    Yi, L.3    Cao, H.4    Tanimoto, Y.5
  • 7
    • 0000960613 scopus 로고
    • Remote activation of an aroyl azide by long-distance intramolecular electron transfer-irradiation of an amine steroid azide system
    • Y. Zhu, and G.B. Schuster Remote activation of an aroyl azide by long-distance intramolecular electron transfer-irradiation of an amine steroid azide system J. Am. Chem. Soc. 115 1993 2190 2199
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 2190-2199
    • Zhu, Y.1    Schuster, G.B.2
  • 8
    • 0000554529 scopus 로고    scopus 로고
    • Organic photochemistry: Part 118. Long-range through bond photoactivated sigma bond cleavage in steroids. Intramolecular sensitized debromination
    • W.-S. Li, and H. Morrison Organic photochemistry: Part 118. Long-range through bond photoactivated sigma bond cleavage in steroids. Intramolecular sensitized debromination Org. Lett. 2 2000 15 18
    • (2000) Org. Lett. , vol.2 , pp. 15-18
    • Li, W.-S.1    Morrison, H.2
  • 9
    • 0842341771 scopus 로고
    • The development and use of quantum-mechanical molecular-models: 76. AM1-a new general-purpose quantum-mechanical molecular-model
    • M.J.S. Dewar, E.G. Zoebisch, E.F. Healy, and J.P.P. Stewart The development and use of quantum-mechanical molecular-models: 76. AM1-a new general-purpose quantum-mechanical molecular-model J. Am. Chem. Soc. 107 1985 3902 3909
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 3902-3909
    • Dewar, M.J.S.1    Zoebisch, E.G.2    Healy, E.F.3    Stewart, J.P.P.4
  • 11
    • 0035898269 scopus 로고    scopus 로고
    • Recent developments in imino Diels-Alder reactions
    • P. Buonora, J.-C. Olsen, and T. Oh Recent developments in imino Diels-Alder reactions Tetrahedron 57 2001 6099 6138
    • (2001) Tetrahedron , vol.57 , pp. 6099-6138
    • Buonora, P.1    Olsen, J.-C.2    Oh, T.3
  • 12
    • 33845373690 scopus 로고
    • Evaluation of AM1 calculated proton affinities and deprotonation enthalpies
    • J.S. Dewar, and K.M. Dieter Evaluation of AM1 calculated proton affinities and deprotonation enthalpies J. Am. Chem. Soc. 108 1986 8075 8086
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 8075-8086
    • Dewar, J.S.1    Dieter, K.M.2
  • 13
    • 85005693478 scopus 로고
    • Combining synchronous transit and quasi-newton methods to find transition-states
    • C. Peng, and H.B. Schlegel Combining synchronous transit and quasi-newton methods to find transition-states Isr. J. Chem. 33 1993 449 454
    • (1993) Isr. J. Chem. , vol.33 , pp. 449-454
    • Peng, C.1    Schlegel, H.B.2
  • 14
    • 0028844984 scopus 로고
    • Palladium-catalyzed homogeneous coupling reactions of steroids with organostannanes
    • R. Skoda-Földes, Z. Csákai, L. Kollár, J. Horváth, and Z. Tuba Palladium-catalyzed homogeneous coupling reactions of steroids with organostannanes Steroids 60 1995 812 816
    • (1995) Steroids , vol.60 , pp. 812-816
    • Skoda-Földes, R.1    Csákai, Z.2    Kollár, L.3    Horváth, J.4    Tuba, Z.5
  • 16
    • 0342927491 scopus 로고    scopus 로고
    • Novel method for the high-yielding synthesis of steroidal hydroxamic acid derivatives
    • Z.S. Szarka, R. Skoda-Földes, L. Kollár, J. Horváth, and Z. Tuba Novel method for the high-yielding synthesis of steroidal hydroxamic acid derivatives Synth. Commun. 30 2000 1945 1953
    • (2000) Synth. Commun. , vol.30 , pp. 1945-1953
    • Szarka, Z.S.1    Skoda-Földes, R.2    Kollár, L.3    Horváth, J.4    Tuba, Z.5
  • 17
    • 0037019480 scopus 로고    scopus 로고
    • Influence of the molecular environment on the three-center versus four-center elimination of HBr from vinyl bromide: A theoretical approach
    • S. Kunsági-Máté, E. Végh, G. Nagy, and L. Kollár Influence of the molecular environment on the three-center versus four-center elimination of HBr from vinyl bromide: a theoretical approach J. Phys. Chem., A. 106 2002 6319 6324
    • (2002) J. Phys. Chem., A. , vol.106 , pp. 6319-6324
    • Kunsági-Máté, S.1    Végh, E.2    Nagy, G.3    Kollár, L.4
  • 18
    • 17144467699 scopus 로고    scopus 로고
    • Quantum chemical investigations on the dynamics of hydrogen halide elimination from vinyl-halides: Influence of the molecular environment
    • S. Kunsági-Máté, E. Végh, G. Nagy, and L. Kollár Quantum chemical investigations on the dynamics of hydrogen halide elimination from vinyl-halides: influence of the molecular environment Chem. Phys. Lett. 388 2004 84 88
    • (2004) Chem. Phys. Lett. , vol.388 , pp. 84-88
    • Kunsági-Máté, S.1    Végh, E.2    Nagy, G.3    Kollár, L.4
  • 19
    • 9644301524 scopus 로고
    • Stochastic dynamics for molecules with constraints brownian dynamics of normal-alkanes
    • W.F. Van Gunsteren, H.J.C. Berendsen, and J.A.C. Rullmann Stochastic dynamics for molecules with constraints brownian dynamics of normal-alkanes Mol. Phys. 44 1981 69 95
    • (1981) Mol. Phys. , vol.44 , pp. 69-95
    • Van Gunsteren, W.F.1    Berendsen, H.J.C.2    Rullmann, J.A.C.3
  • 20
    • 0001751511 scopus 로고
    • Solvent effects on supercoiled DNA dynamics explored by Langevin dynamics simulations
    • G. Ramachandran, and T. Schlick Solvent effects on supercoiled DNA dynamics explored by Langevin dynamics simulations Phys. Rev. E 51 1995 6188 6203
    • (1995) Phys. Rev. e , vol.51 , pp. 6188-6203
    • Ramachandran, G.1    Schlick, T.2
  • 21
    • 0034183440 scopus 로고    scopus 로고
    • Chemical fragmentation in quantum mechanical methods
    • G. Náray-Szabó Chemical fragmentation in quantum mechanical methods Comput. Chem. 24 2000 287 294
    • (2000) Comput. Chem. , vol.24 , pp. 287-294
    • Náray-Szabó, G.1


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