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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 21
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Original Articles

Total Synthesis of (±)-Calanolide A

Ken S. Rehder Chemistry and Life Sciences, Research Triangle Institute, Research Triangle Park, North Carolina, 27709–2194
&
John A. Kepler Chemistry and Life Sciences, Research Triangle Institute, Research Triangle Park, North Carolina, 27709–2194
Pages 4005-4021 | Received 16 May 1996, Published online: 23 Aug 2006

References

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  • Fuller , R. W. , Bokesch , H. R. , Gustafson , K. R. , McKee , T. C. , Cardellina , J. H. II , McMahon , J. B. , Cragg , G. M. , Soejarto , D. D. and Boyd , M. R. 1994 . Bioorg. & Med. Chem. Lett. , 4 : 1961
  • Chenera , B. , West , M. L. , Finkelstein , J. A. and Dreyer , G. B. 1993 . J. Org. Chem. , 58 : 5605 During the course of this work other syntheses of (±)-1 were reported
  • Palmer , C. and Josephs , J. L. 1994 . Tetrahedron Lett. , 35 : 5363 – 5366 .
  • Kucherenko , A. , Flavin , M. T. , Boulanger , W. A. , Khilevich , A. , Shone , R. L. , Rizzo , J. D. , Sheinkman , A. K. and Xu , Z.-Q. 1995 . Tetrahedron Lett. , 36 : 5475
  • Palmer , C. J. and Josephs , J. L. 1995 . J. Chem. Soc. Perkin Trans. 1 , : 3135
  • Flavin , M. T. , Rizzo , J. D. , Khilevich , A. , Kucherenko , A. , Sheinkman , A. K. , Vilaychack , V. , Lin , L. , Chen , W. , Greenwood , E. M. , Pengsuparp , T. , Pezzuto , J. M. , Hughes , S. H. , Flavin , T. M. , Cibulski , M. , Boulanger , W. A. , Shone , R. L. and Xu , Z.-Q. 1996 . J. Med. Chem. , 39 : 1303 A chiral synthesis of 1 has also been reported
  • Deshpande , P. P. , Tagliaferri , F. , Victory , S. F. , Yan , S. and Baker , D. C. 1995 . J. Org. Chem. , 60 : 2964 – 2965 .
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  • Buchi , G. and Weinreb , S. 1971 . J. Am. Chem. Soc. , 93 : 746
  • Attempts to cleanly effect the direct transformation of 14 to 16 were unsuccessful
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  • Szell , T. 1967 . J. Chem. Soc. (C) , : 2041

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