메뉴 건너뛰기




Volumn 16, Issue 13, 1997, Pages 3015-3021

Steric influences on the selectivity in palladium-catalyzed allylation

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0000899217     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om9700371     Document Type: Article
Times cited : (105)

References (153)
  • 1
    • 84942799202 scopus 로고
    • Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford, U.K.
    • (a) Kagan, H. B. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon: Oxford, U.K., 1982; Vol. 8, pp 463-498.
    • (1982) Comprehensive Organometallic Chemistry , vol.8 , pp. 463-498
    • Kagan, H.B.1
  • 3
    • 0003797080 scopus 로고
    • M. Nijhoff: Dordrecht, The Netherlands
    • (c) Asymmetric Catalysis; Bosnich, B., Ed.; M. Nijhoff: Dordrecht, The Netherlands, 1986.
    • (1986) Asymmetric Catalysis
    • Bosnich, B.1
  • 10
    • 84942767100 scopus 로고
    • Wilkinson, G., Stone, F. G. A.; Abel, E. W., Eds.; Pergamon: Oxford, U.K.
    • (b) Trost, B. M.; Verhoeven, T. R. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A.; Abel, E. W., Eds.; Pergamon: Oxford, U.K. 1982; Vol. 8, p 799.
    • (1982) Comprehensive Organometallic Chemistry , vol.8 , pp. 799
    • Trost, B.M.1    Verhoeven, T.R.2
  • 21
    • 0000276556 scopus 로고
    • Trost, B. M., Fleming, I., Semmelhack, M. F., Eds.; Pergamon: Oxford, U.K.
    • (m) Godleski, S. A. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Semmelhack, M. F., Eds.; Pergamon: Oxford, U.K., 1991; Vol. 4, pp 585-661.
    • (1991) Comprehensive Organic Synthesis , vol.4 , pp. 585-661
    • Godleski, S.A.1
  • 108
    • 85033315167 scopus 로고    scopus 로고
    • Ph.D. Thesis, Royal Institute of Technology, Stockholm, Sweden
    • (a) Nordström, K. Ph.D. Thesis, Royal Institute of Technology, Stockholm, Sweden, 1996.
    • (1996)
    • Nordström, K.1
  • 110
    • 85033318126 scopus 로고
    • Ph.D. Thesis, The Royal Institute of Technology, Stockholm, Sweden
    • Sjögren, M. Ph.D. Thesis, The Royal Institute of Technology, Stockholm, Sweden, 1993.
    • (1993)
    • Sjögren, M.1
  • 111
    • 0003466377 scopus 로고
    • Jackman, L. M., Cotton, F. A., Eds.; Academic Press: New York
    • 3-allyl)palladium complexes, see: (a) Vrieze, K. In Dynamic Nuclear Magnetic Resonance Spectroscopy; Jackman, L. M., Cotton, F. A., Eds.; Academic Press: New York, 1975. For some recent examples, see: (b) Albinati, A.; Kunz, R. W.; Ammann, C. J.; Pregosin, P. S. Organometallics 1991, 10, 1800. (c) Hansson, S.; Norrby, P.-O.; Sjögren, M.; Åkermark, B.; Cucciolito, M. E.; Giordana, F.; Vitagliano, A. Organometallics 1993, 12, 4940. (d) Gogoll, A.; Örnebro, J.; Grennberg, H.; Bäckvall, J.-E. J. Am. Chem. Soc. 1994, 116, 3631. (e) Breutel, C.; Pregosin, P. S.; Salzmann, R.; Togni, A. J. Am. Chem. Soc. 1994, 116, 4067. (f) Pregosin, P. S.; Salzmann, R.; Togni, A. Organometallics 1995, 14, 842. (g) Ramdeehul, S.; Barloy, L.; Osborn, J. A.; De Cian, A.; Fischer, J. Organometallics 1996, 15, 5442.
    • (1975) Dynamic Nuclear Magnetic Resonance Spectroscopy
    • Vrieze, K.1
  • 112
    • 0001127958 scopus 로고
    • 3-allyl)palladium complexes, see: (a) Vrieze, K. In Dynamic Nuclear Magnetic Resonance Spectroscopy; Jackman, L. M., Cotton, F. A., Eds.; Academic Press: New York, 1975. For some recent examples, see: (b) Albinati, A.; Kunz, R. W.; Ammann, C. J.; Pregosin, P. S. Organometallics 1991, 10, 1800. (c) Hansson, S.; Norrby, P.-O.; Sjögren, M.; Åkermark, B.; Cucciolito, M. E.; Giordana, F.; Vitagliano, A. Organometallics 1993, 12, 4940. (d) Gogoll, A.; Örnebro, J.; Grennberg, H.; Bäckvall, J.-E. J. Am. Chem. Soc. 1994, 116, 3631. (e) Breutel, C.; Pregosin, P. S.; Salzmann, R.; Togni, A. J. Am. Chem. Soc. 1994, 116, 4067. (f) Pregosin, P. S.; Salzmann, R.; Togni, A. Organometallics 1995, 14, 842. (g) Ramdeehul, S.; Barloy, L.; Osborn, J. A.; De Cian, A.; Fischer, J. Organometallics 1996, 15, 5442.
    • (1991) Organometallics , vol.10 , pp. 1800
    • Albinati, A.1    Kunz, R.W.2    Ammann, C.J.3    Pregosin, P.S.4
  • 113
    • 0001220639 scopus 로고
    • 3-allyl)palladium complexes, see: (a) Vrieze, K. In Dynamic Nuclear Magnetic Resonance Spectroscopy; Jackman, L. M., Cotton, F. A., Eds.; Academic Press: New York, 1975. For some recent examples, see: (b) Albinati, A.; Kunz, R. W.; Ammann, C. J.; Pregosin, P. S. Organometallics 1991, 10, 1800. (c) Hansson, S.; Norrby, P.-O.; Sjögren, M.; Åkermark, B.; Cucciolito, M. E.; Giordana, F.; Vitagliano, A. Organometallics 1993, 12, 4940. (d) Gogoll, A.; Örnebro, J.; Grennberg, H.; Bäckvall, J.-E. J. Am. Chem. Soc. 1994, 116, 3631. (e) Breutel, C.; Pregosin, P. S.; Salzmann, R.; Togni, A. J. Am. Chem. Soc. 1994, 116, 4067. (f) Pregosin, P. S.; Salzmann, R.; Togni, A. Organometallics 1995, 14, 842. (g) Ramdeehul, S.; Barloy, L.; Osborn, J. A.; De Cian, A.; Fischer, J. Organometallics 1996, 15, 5442.
    • (1993) Organometallics , vol.12 , pp. 4940
    • Hansson, S.1    Norrby, P.-O.2    Sjögren, M.3    Åkermark, B.4    Cucciolito, M.E.5    Giordana, F.6    Vitagliano, A.7
  • 114
    • 0001704975 scopus 로고
    • 3-allyl)palladium complexes, see: (a) Vrieze, K. In Dynamic Nuclear Magnetic Resonance Spectroscopy; Jackman, L. M., Cotton, F. A., Eds.; Academic Press: New York, 1975. For some recent examples, see: (b) Albinati, A.; Kunz, R. W.; Ammann, C. J.; Pregosin, P. S. Organometallics 1991, 10, 1800. (c) Hansson, S.; Norrby, P.-O.; Sjögren, M.; Åkermark, B.; Cucciolito, M. E.; Giordana, F.; Vitagliano, A. Organometallics 1993, 12, 4940. (d) Gogoll, A.; Örnebro, J.; Grennberg, H.; Bäckvall, J.-E. J. Am. Chem. Soc. 1994, 116, 3631. (e) Breutel, C.; Pregosin, P. S.; Salzmann, R.; Togni, A. J. Am. Chem. Soc. 1994, 116, 4067. (f) Pregosin, P. S.; Salzmann, R.; Togni, A. Organometallics 1995, 14, 842. (g) Ramdeehul, S.; Barloy, L.; Osborn, J. A.; De Cian, A.; Fischer, J. Organometallics 1996, 15, 5442.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 3631
    • Gogoll, A.1    Örnebro, J.2    Grennberg, H.3    Bäckvall, J.-E.4
  • 115
    • 0000302814 scopus 로고
    • 3-allyl)palladium complexes, see: (a) Vrieze, K. In Dynamic Nuclear Magnetic Resonance Spectroscopy; Jackman, L. M., Cotton, F. A., Eds.; Academic Press: New York, 1975. For some recent examples, see: (b) Albinati, A.; Kunz, R. W.; Ammann, C. J.; Pregosin, P. S. Organometallics 1991, 10, 1800. (c) Hansson, S.; Norrby, P.-O.; Sjögren, M.; Åkermark, B.; Cucciolito, M. E.; Giordana, F.; Vitagliano, A. Organometallics 1993, 12, 4940. (d) Gogoll, A.; Örnebro, J.; Grennberg, H.; Bäckvall, J.-E. J. Am. Chem. Soc. 1994, 116, 3631. (e) Breutel, C.; Pregosin, P. S.; Salzmann, R.; Togni, A. J. Am. Chem. Soc. 1994, 116, 4067. (f) Pregosin, P. S.; Salzmann, R.; Togni, A. Organometallics 1995, 14, 842. (g) Ramdeehul, S.; Barloy, L.; Osborn, J. A.; De Cian, A.; Fischer, J. Organometallics 1996, 15, 5442.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 4067
    • Breutel, C.1    Pregosin, P.S.2    Salzmann, R.3    Togni, A.4
  • 116
    • 0000580249 scopus 로고
    • 3-allyl)palladium complexes, see: (a) Vrieze, K. In Dynamic Nuclear Magnetic Resonance Spectroscopy; Jackman, L. M., Cotton, F. A., Eds.; Academic Press: New York, 1975. For some recent examples, see: (b) Albinati, A.; Kunz, R. W.; Ammann, C. J.; Pregosin, P. S. Organometallics 1991, 10, 1800. (c) Hansson, S.; Norrby, P.-O.; Sjögren, M.; Åkermark, B.; Cucciolito, M. E.; Giordana, F.; Vitagliano, A. Organometallics 1993, 12, 4940. (d) Gogoll, A.; Örnebro, J.; Grennberg, H.; Bäckvall, J.-E. J. Am. Chem. Soc. 1994, 116, 3631. (e) Breutel, C.; Pregosin, P. S.; Salzmann, R.; Togni, A. J. Am. Chem. Soc. 1994, 116, 4067. (f) Pregosin, P. S.; Salzmann, R.; Togni, A. Organometallics 1995, 14, 842. (g) Ramdeehul, S.; Barloy, L.; Osborn, J. A.; De Cian, A.; Fischer, J. Organometallics 1996, 15, 5442.
    • (1995) Organometallics , vol.14 , pp. 842
    • Pregosin, P.S.1    Salzmann, R.2    Togni, A.3
  • 117
    • 0001392035 scopus 로고    scopus 로고
    • 3-allyl)palladium complexes, see: (a) Vrieze, K. In Dynamic Nuclear Magnetic Resonance Spectroscopy; Jackman, L. M., Cotton, F. A., Eds.; Academic Press: New York, 1975. For some recent examples, see: (b) Albinati, A.; Kunz, R. W.; Ammann, C. J.; Pregosin, P. S. Organometallics 1991, 10, 1800. (c) Hansson, S.; Norrby, P.-O.; Sjögren, M.; Åkermark, B.; Cucciolito, M. E.; Giordana, F.; Vitagliano, A. Organometallics 1993, 12, 4940. (d) Gogoll, A.; Örnebro, J.; Grennberg, H.; Bäckvall, J.-E. J. Am. Chem. Soc. 1994, 116, 3631. (e) Breutel, C.; Pregosin, P. S.; Salzmann, R.; Togni, A. J. Am. Chem. Soc. 1994, 116, 4067. (f) Pregosin, P. S.; Salzmann, R.; Togni, A. Organometallics 1995, 14, 842. (g) Ramdeehul, S.; Barloy, L.; Osborn, J. A.; De Cian, A.; Fischer, J. Organometallics 1996, 15, 5442.
    • (1996) Organometallics , vol.15 , pp. 5442
    • Ramdeehul, S.1    Barloy, L.2    Osborn, J.A.3    De Cian, A.4    Fischer, J.5
  • 137
    • 85033287084 scopus 로고    scopus 로고
    • Ph.D. Thesis, Royal Institute of Technology, Stockholm, Sweden
    • (c) Oslob, J. D. Ph.D. Thesis, Royal Institute of Technology, Stockholm, Sweden, 1996.
    • (1996)
    • Oslob, J.D.1
  • 138
    • 85033310664 scopus 로고
    • Ph.D. Thesis, The Royal Institute of Technology, Stockholm, Sweden
    • (a) Norrby, P.-O. Ph.D. Thesis, The Royal Institute of Technology, Stockholm, Sweden, 1992.
    • (1992)
    • Norrby, P.-O.1
  • 140
    • 85033301894 scopus 로고    scopus 로고
    • note
    • 3-allyl moiety: Norrby, P.-O., unpublished data. A copy of the parameter input to MM2 can be obtained via e-mail: peon@medchem.dfh.dk.
  • 144
    • 85033317679 scopus 로고    scopus 로고
    • note
    • For phenyl groups, the anti position is strongly disfavored, even in environments known to favor the anti position. No Z product has been observed from a.
  • 152
    • 85033312980 scopus 로고    scopus 로고
    • note
    • MM2(91), version for Macintosh: MacMimic/MM2(91), InStar Software AB, IDEON Research Park, S-223 70 Lund, Sweden. Memory allocation for external parameters was extended. MM2 versions for platforms other than Macintosh are available from the Quantum Chemistry Program Exchange, University of Indiana, Bloomington, IN 47405.
  • 153
    • 85033286005 scopus 로고    scopus 로고
    • Microsoft Excel 5.0 for Macintosh, from Microsoft Corp.
    • Microsoft Excel 5.0 for Macintosh, from Microsoft Corp.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.