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Volumn 6, Issue 13, 2004, Pages 2121-2124

Vicinal stereocontrol during nucleophilic addition to arene chromium tricarbonyl complexes: Formal synthesis of (±)-erythro juvabione

Author keywords

[No Author keywords available]

Indexed keywords

CHROMIUM DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; TRICARBOXYLIC ACID;

EID: 3142661137     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0494414     Document Type: Article
Times cited : (17)

References (39)
  • 2
    • 0037958721 scopus 로고    scopus 로고
    • For recent applications in organic synthesis, see: (a) Kündig, E. P.; Cannas, R.; Laxmisha, M.; Ronggang, L.; Tchertchian, S. J. Am. Chem. Soc. 2003, 125, 5642-5643. (b) Schmalz, H.-G.; Kiehl, O.; Korell, U.; Lex, J. Synthesis 2003, 1851-1855. (c) Kündig, E. P.; Bellido, A.; Kaliappan, K.; Pape, A.; Radix, S. Synlett 2003, 2407.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 5642-5643
    • Kündig, E.P.1    Cannas, R.2    Laxmisha, M.3    Ronggang, L.4    Tchertchian, S.5
  • 3
    • 0141854100 scopus 로고    scopus 로고
    • For recent applications in organic synthesis, see: (a) Kündig, E. P.; Cannas, R.; Laxmisha, M.; Ronggang, L.; Tchertchian, S. J. Am. Chem. Soc. 2003, 125, 5642-5643. (b) Schmalz, H.-G.; Kiehl, O.; Korell, U.; Lex, J. Synthesis 2003, 1851-1855. (c) Kündig, E. P.; Bellido, A.; Kaliappan, K.; Pape, A.; Radix, S. Synlett 2003, 2407.
    • (2003) Synthesis , pp. 1851-1855
    • Schmalz, H.-G.1    Kiehl, O.2    Korell, U.3    Lex, J.4
  • 4
    • 0346119072 scopus 로고    scopus 로고
    • For recent applications in organic synthesis, see: (a) Kündig, E. P.; Cannas, R.; Laxmisha, M.; Ronggang, L.; Tchertchian, S. J. Am. Chem. Soc. 2003, 125, 5642-5643. (b) Schmalz, H.-G.; Kiehl, O.; Korell, U.; Lex, J. Synthesis 2003, 1851-1855. (c) Kündig, E. P.; Bellido, A.; Kaliappan, K.; Pape, A.; Radix, S. Synlett 2003, 2407.
    • (2003) Synlett , pp. 2407
    • Kündig, E.P.1    Bellido, A.2    Kaliappan, K.3    Pape, A.4    Radix, S.5
  • 10
    • 3142669020 scopus 로고    scopus 로고
    • New York, NY, September 7-11, 2003; American Chemical Society: Washington, DC, ORGN-001
    • A part of this work was presented at the ACS meeting: Pearson, A. J.; Paramahamsan, H. Abstracts of Papers, 226th ACS National Meeting, New York, NY, September 7-11, 2003; American Chemical Society: Washington, DC, 2003; ORGN-001.
    • (2003) Abstracts of Papers, 226th ACS National Meeting
    • Pearson, A.J.1    Paramahamsan, H.2
  • 20
    • 0001461562 scopus 로고
    • For a review on bonding and behavior, see: Solladie-Cavallo, A. Polyhedron 1985, 4, 901-927.
    • (1985) Polyhedron , vol.4 , pp. 901-927
    • Solladie-Cavallo, A.1
  • 21
    • 3142774872 scopus 로고    scopus 로고
    • note
    • The mixture of isomeric dienes 7 from complex 1 when converted to the corresponding keto ester revealed an equimolar mixture of erythro and threo stereoisomers.
  • 26
    • 3142779183 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra of keto acid 10 revealed very small signals corresponding to the 10-threo keto acid.
  • 27
    • 0038762733 scopus 로고    scopus 로고
    • Wavefunction, Inc.: Irvine, CA
    • Spartan'02; Wavefunction, Inc.: Irvine, CA.
    • Spartan'02
  • 29
    • 0033794094 scopus 로고    scopus 로고
    • For recent syntheses of Juvabione, see: (a) Soldermann, N.; Velker, J.; Vallat, O.; Stoeckli-Evans, H.; Neier, R. Helv. Chim. Acta 2000, 83, 2266-2276. (b) Kawamura, M.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1995, 2403-2404. (c) Watanabe, H.; Shimizu, H.; Mori, K. Synthesis 1994, 1249-1254.
    • (2000) Helv. Chim. Acta , vol.83 , pp. 2266-2276
    • Soldermann, N.1    Velker, J.2    Vallat, O.3    Stoeckli-Evans, H.4    Neier, R.5
  • 30
    • 37049088751 scopus 로고
    • For recent syntheses of Juvabione, see: (a) Soldermann, N.; Velker, J.; Vallat, O.; Stoeckli-Evans, H.; Neier, R. Helv. Chim. Acta 2000, 83, 2266-2276. (b) Kawamura, M.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1995, 2403-2404. (c) Watanabe, H.; Shimizu, H.; Mori, K. Synthesis 1994, 1249-1254.
    • (1995) J. Chem. Soc., Chem. Commun. , pp. 2403-2404
    • Kawamura, M.1    Ogasawara, K.2
  • 31
    • 0028610492 scopus 로고
    • For recent syntheses of Juvabione, see: (a) Soldermann, N.; Velker, J.; Vallat, O.; Stoeckli-Evans, H.; Neier, R. Helv. Chim. Acta 2000, 83, 2266-2276. (b) Kawamura, M.; Ogasawara, K. J. Chem. Soc., Chem. Commun. 1995, 2403-2404. (c) Watanabe, H.; Shimizu, H.; Mori, K. Synthesis 1994, 1249-1254.
    • (1994) Synthesis , pp. 1249-1254
    • Watanabe, H.1    Shimizu, H.2    Mori, K.3
  • 36
    • 3142708670 scopus 로고    scopus 로고
    • See ref 18b
    • Unpublished results. The stereochemistry of the cyclohexenone was determined to be S, by measuring its optical rotation. See ref 18b.


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