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Volumn 1, Issue 8, 1999, Pages 1295-1297

Synthetic studies on norrisolide: Enantioselective synthesis of the norrisane side chain

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EID: 0001450965     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol9909785     Document Type: Article
Times cited : (48)

References (41)
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    • For a catalytic asymmetric Diels-Alder approach to a related tricyclic γ-lactone-γ-lactol ring system, see: Corey, E. J.; Letavic, M. A. J. Am. Chem. Soc. 1995, 117, 9616-9617.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 9616-9617
    • Corey, E.J.1    Letavic, M.A.2
  • 10
    • 0017850372 scopus 로고
    • For an impressive demonstration of the Baeyer-Villiger reaction in total synthesis, see: Corey, E. J.; Trybulski, E. J.; Melvin, L. S., Jr.; Nicolaou, K. C.; Secrist, J. A.; Lett, R.; Sheldrake, P. W.; Falk, J. R.; Brunelle, D. J.; Haslanger, M. F.; Kim, S.; Yoo, S. J. Am. Chem. Soc. 1978, 100, 4618-4620. Corey, E. J.; Kim, S.; Yoo, S.; Nicolaou, K. C.; Melvin, L. S., Jr.; Brunelle, D. J.; Falk, J. R.; Trybulski, E. J.; Lett, R.; Sheldrake, P. W. J. Am. Chem. Soc. 1978, 100, 4620-4622.
    • (1978) J. Am. Chem. Soc. , vol.100 , pp. 4620-4622
    • Corey, E.J.1    Kim, S.2    Yoo, S.3    Nicolaou, K.C.4    Melvin, L.S.J.5    Brunelle, D.J.6    Falk, J.R.7    Trybulski, E.J.8    Lett, R.9    Sheldrake, P.W.10
  • 11
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    • American Chemical Society: Washington, DC
    • (a) Hudlicky, M. Oxidations in Organic Chemistry: American Chemical Society: Washington, DC, 1990; pp 186-195.
    • (1990) Oxidations in Organic Chemistry , pp. 186-195
    • Hudlicky, M.1
  • 13
    • 0001356064 scopus 로고
    • (c) Mislow, K.; Brenner, J. J. Am. Chem. Soc. 1953, 75, 2318-2322. For a discussion on the migratory aptitude involved in Baeyer-Villiger oxidations, see:
    • (1953) J. Am. Chem. Soc. , vol.75 , pp. 2318-2322
    • Mislow, K.1    Brenner, J.2
  • 18
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    • For references on cyclopropanation chemistry, see: (a) Doyle, M. P.; Forbes, D. C. Chem. Rev. 1998, 98, 911-935.
    • (1998) Chem. Rev. , vol.98 , pp. 911-935
    • Doyle, M.P.1    Forbes, D.C.2
  • 32
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    • For selected examples of related cyclopropane ring openings, see: (a) Henry, K. J., Jr.; Fraser-Reid, B. Tetrahedron Lett. 1995, 36, 8901-8904.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 8901-8904
    • Henry, K.J.J.1    Fraser-Reid, B.2
  • 37
    • 0002206611 scopus 로고
    • Titanium in organic synthesis
    • Schlosser, M., Ed.; John Wiley & Sons: New York
    • (b) Reetz, M. Titanium in Organic Synthesis. In Organometallics in Synthesis: A Manual; Schlosser, M., Ed.; John Wiley & Sons: New York, 1994; pp 95-282.
    • (1994) Organometallics in Synthesis: A Manual , pp. 95-282
    • Reetz, M.1
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    • note
    • 4) (see ref 7b).
  • 41
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    • note
    • All new compounds exhibited satisfactory spectroscopic and analytical data (see Supporting Information). Yields refer to spectroscopically and chromatographically homogeneous materials.


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