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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 8, 1978 - Issue 2
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Original Articles

A Synthetic Precursor of Verrucarin A

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Pages 117-125 | Received 22 Nov 1977, Published online: 05 Dec 2006

References

  • Bamburg , J. R. and Strong , F. M. 1971 . Microbial Toxins , Edited by: Kadis , S. , Ciegler , A. and Ajl , S. Vol. VII , 207 – 292 . New York : Academic Press .
  • McPhail , A. T. and Sim , G. A. 1966 . J. Chem. Soc., C , : 1394
  • Currie , M. 1973 . J. Chem. Soc., Perkin Trans. , 2 : 240 R. Raphael, et al., have synthesized 3 by another route
  • Castells , J. and Sanchez , J. F. 1974 . An. Quim. , 70 : 567 J. F. W. Keana, et al., J. Org. Chem., 41, 2124 (1976)
  • Overman , L. E. and Clizbe , L. A. 1976 . J. Am. Chem. Soc. , 98 : 2352 Such rearrangements have been used for the preparation of 1-aminobutadienes:
  • Saucy , G. 1959 . Helv. Chim. Acta , 42 : 1945 M. Apparu and R. Glenat, C. R. Acad. Sci., Paris, Ser. C;, 265, 400 (1967). With some propargylic alcohols Saucy observes formation of acetoxybutadienes
  • Hill , R. K. and van Auken , T. V. 1958 . J. Org. Chem. , 23 : 626 K. Alder, et al., Chem. Ber., 86, 1373 (1953)
  • Haslouin , J. and Rouessac , F. 1976 . Tetrahedron Lett. , : 4651
  • Bailey , D. M. and Johnson , R. E. 1970 . J. Org. Chem. , 35 : 3574
  • We thank Professor Raphael and Dr. Colvin for spectral data and a sample of 3. Our compound is identical to their sample3 by IR, NMR, and mass spectral comparison and mmp
  • Corey , E. J. and Moinet , G. 1973 . J. Am. Chem. Soc. , 95 : 6831 A similar displacement to form a lactone has been reported;

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