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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 9, 1979 - Issue 4
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Original Articles

A Facile Removal of the Tetrahydropyranyl Protecting Group from Alcohol Derivatives

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Pages 271-273 | Received 25 Sep 1978, Published online: 05 Dec 2006

References

  • Fieser , L. F. and Fieser , M. , eds. 1967 . Reagents for Organic Synthesis , Vol. 1 , 256 New York : Wiley . See, for example See also, under the heading dihydropyrane, Vol. 2–6
  • It is suggested1 that because of the instability of the THP-ethers, they should be prepared just prior to use or stored in very dry state at low temperature
  • Barry , P. J. and Craig , B. M. 1977 . Can. J. Chem. , 33 : 716 suggest bubbling HCl gas through solution
  • Martin , J. B. and Lutton , E. S. 1965 . J. Am. Oil Chem. Soc. , 42 : 529 report using boric acid in trimethylborate
  • Sondheimer , F. , Stjernström , N. and Rosenthal , D. 1959 . J. Org. Chem. , 24 : 1280 utilize HCl in methanol
  • The details of this preparation will be reported elsewhere
  • Corey , E. J. , Achiwa , K. and Katzenellenbogen , J. A. 1969 . J. Am. Chem. Soc. , 91 : 4318
  • Woods , G. F. and Kramer , D. N. 1947 . J. Am. Chem. Soc. , 69 : 2246
  • Smith , C. W. , Norton , D. G. and Ballard , S. A. 1951 . J. Am. Chem. Soc. , 73 : 5267
  • Sosnovsky , G. 1960 . J. Org. Chem. , 25 : 874

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