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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 17, 1987 - Issue 4
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Original Articles

A Practical Synthesis of (±)-Elaeocarpidine

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Pages 377-383 | Published online: 05 Dec 2006

References

  • Gribble , G. W. 1970 . J. Org. Chem. , 35 : 1944
  • Johns , S. R. , Lamberton , J. A. and Sioumis , A. A. 1968 . J. Chem. Soc., Chem. Commun. , : 410 Aust. J. Chem. 1969, 22, 801
  • Johns , S. R. and Lamberton , J. A. 1973 . The Alkaloids , Edited by: Manske , R. Vol. 14 , 325 – 346 . New York : Academic . For a review of the structure elucidation and early syntheses of the Elaeocurpus alkaloids: For a review of recent Elaeocapus alkaloid syntheses, see Herbert, R. B. in The Alkaloids: Chemical and Biological Perspectives; Pelletier, S. M., ed.; Wiley: New York, 1985, 3, 241–273
  • Boissier , J. R. , Combes , G. , Effer , A. H. , Klinga , K. and Schlittler , E. 1971 . Experientia , 27 : 671 This compound was subsequently isolated from Tarenna bipindensis and named tarennine
  • Büchi , G. and Wüest , H. 1969 . J. Org. Chem. , 34 : 1122 this reagent is also commerically available (Aldrich)
  • Reeves , W. P. and Bahr , M. L. 1976 . Synthesis , : 823
  • Vaultier , M. , Knouzi , N. and Carrié , R. 1983 . Tetrahedron Lett. , 24 : 763
  • Commercially available from Aldrich Chemical Company
  • Thorsett , E. D. , Harris , E. E. and Patchett , A. A. 1978 . J. Org. Chem. , 43 : 4276 For a leading reference as well as an example of a similar reductive cyclization
  • Saulnier , M. G. and Gribble , G. W. 1983 . J. Org. Chem. , 48 : 2690 General techniques and the instruments used in this research have been previously described
  • Balenovic , K. , Bregant , N. , Galijan , T. , Stefanac , Z. and Skaric , V. 1956 . J. Org. Chem. , 21 : 115

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