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Volumn 38, Issue 50, 1997, Pages 8675-8678

Spongistatin synthetic studies. 3. Construction of the C(1-17) spiroketal

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; MACROLIDE; SPONGISTATIN; UNCLASSIFIED DRUG;

EID: 0030809932     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10501-9     Document Type: Article
Times cited : (57)

References (31)
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    • Parts 1 and 2: preceding Letters in this issue
    • Parts 1 and 2: preceding Letters in this issue.
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    • The 1987 version of the MM2 force field was employed in conjunction with the MacroModel program (version 3.1): a) Bowen, J. P.; Pathiaseril, A.; Profeta, S., Jr.; Allinger, N. L. J. Org. Chem. 1987, 52, 5162-5166. Allinger, N. L. J. Am. Chem. Soc. 1977, 99, 8127-8134.
    • (1987) J. Org. Chem. , vol.52 , pp. 5162-5166
    • Bowen, J.P.1    Pathiaseril, A.2    Profeta S., Jr.3    Allinger, N.L.4
  • 6
    • 3042988525 scopus 로고
    • The 1987 version of the MM2 force field was employed in conjunction with the MacroModel program (version 3.1): a) Bowen, J. P.; Pathiaseril, A.; Profeta, S., Jr.; Allinger, N. L. J. Org. Chem. 1987, 52, 5162-5166. Allinger, N. L. J. Am. Chem. Soc. 1977, 99, 8127-8134.
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 8127-8134
    • Allinger, N.L.1
  • 11
    • 85036683293 scopus 로고    scopus 로고
    • note
    • We have also developed an effective stepwise approach to (+)-6: (equation presented)
  • 15
    • 85036675978 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra, as well as appropriate parent ion identification by high resolution mass spectrometry.
  • 16
    • 33947085552 scopus 로고
    • Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1973, 95, 512-519. Sullivan, G. R.; Dale, J. A.; Mosher, H. S. J. Org. Chem. 1973, 38, 2143-2147. Also see: Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092-4096.
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 512-519
    • Dale, J.A.1    Mosher, H.S.2
  • 17
    • 33947086629 scopus 로고
    • Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1973, 95, 512-519. Sullivan, G. R.; Dale, J. A.; Mosher, H. S. J. Org. Chem. 1973, 38, 2143-2147. Also see: Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092-4096.
    • (1973) J. Org. Chem. , vol.38 , pp. 2143-2147
    • Sullivan, G.R.1    Dale, J.A.2    Mosher, H.S.3
  • 18
    • 2142858450 scopus 로고
    • Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1973, 95, 512-519. Sullivan, G. R.; Dale, J. A.; Mosher, H. S. J. Org. Chem. 1973, 38, 2143-2147. Also see: Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092-4096.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 4092-4096
    • Ohtani, I.1    Kusumi, T.2    Kashman, Y.3    Kakisawa, H.4
  • 27
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    • While our manuscript was in preparation, a related spiroketalization was described: Paquette, L. A.; Zuev, D. Tetrahedron Lett. 1997, 38, 5115-5118. See also: Claffey, M. M.; Heathcock, C. H. J. Org. Chem. 1996, 61, 7646-7647. Paterson, I.; Oballa, R. M.; Norcross, R. D. Tetrahedron Lett. 1996, 37, 8581-8584.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 5115-5118
    • Paquette, L.A.1    Zuev, D.2
  • 28
    • 0029847588 scopus 로고    scopus 로고
    • While our manuscript was in preparation, a related spiroketalization was described: Paquette, L. A.; Zuev, D. Tetrahedron Lett. 1997, 38, 5115-5118. See also: Claffey, M. M.; Heathcock, C. H. J. Org. Chem. 1996, 61, 7646-7647. Paterson, I.; Oballa, R. M.; Norcross, R. D. Tetrahedron Lett. 1996, 37, 8581-8584.
    • (1996) J. Org. Chem. , vol.61 , pp. 7646-7647
    • Claffey, M.M.1    Heathcock, C.H.2
  • 29
    • 16144363676 scopus 로고    scopus 로고
    • While our manuscript was in preparation, a related spiroketalization was described: Paquette, L. A.; Zuev, D. Tetrahedron Lett. 1997, 38, 5115-5118. See also: Claffey, M. M.; Heathcock, C. H. J. Org. Chem. 1996, 61, 7646-7647. Paterson, I.; Oballa, R. M.; Norcross, R. D. Tetrahedron Lett. 1996, 37, 8581-8584.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 8581-8584
    • Paterson, I.1    Oballa, R.M.2    Norcross, R.D.3
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    • De Lima, C.; Julia, M.; Verpeaux, J.-N. Synlett 1992, 133-134. Also see: Romo, D.; Meyer, S. D.; Johnson, D. D.; Schreiber, S. L. J. Am. Chem. Soc. 1993, 115, 7906-7907.
    • (1992) Synlett , pp. 133-134
    • De Lima, C.1    Julia, M.2    Verpeaux, J.-N.3


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