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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 16, 1986 - Issue 14
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Original Articles

An Improved Procedure for the Cr(II) Mediated Homoallylic Alcohol Synthesis

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Pages 1833-1837 | Published online: 05 Dec 2006

References

  • Okude , Y. , Hirano , S. , Hiyama , T. and Nozaki , H. 1977 . J. Am. Chem. Soc. , 99 : 3179 T. Hiyama, K. Kimura, H. Nozaki, Tetrahedron Lett., 22, 1037 (1981)
  • Buse , C. T. and Heathcock , C. Y. 1978 . Tetrahedron Lett. , : 1685
  • Nagaoka , H. and Kishi , Y. 1981 . Tetrahedron , 37 : 3873
  • Lewis , M. D. and Kishi , Y. 1982 . Tetrahedron Lett. , 23 : 2343
  • Still , W. C. and Mobilio , D. 1983 . J. Org. Chem. , 48 : 4786 For an intramolecular case see:
  • Strem Chemical Company .
  • Pure CrCl3 can be solublized in THF by the addition of a small amount of zinc metal
  • Castro , C. E. 1961 . J. Am. Chem. Soc. , 83 : 3262 G. Rosenkranz, O. Mancera, J. Gatica, C. Djerassi, J. Am. Chem. Soc., 72, 4077 (1950). For a review of Chromium (II) salts in preparative organic chemistry see: J. R. Hanson, Synthesis, 1 (1977)
  • Chromic chloride may also be reduced with zinc in DMF or acetonitrile. The use of these solvents gives similar threo/erythro ratios in comparable yields

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