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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 16, 1986 - Issue 2
336
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Original Articles

KH/18-Crown-6: A Powerful Base for the Protection of Hindered Alcohols with t-Butyldimethylsilylchloride

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Pages 111-115 | Published online: 05 Dec 2006

References

  • Corey , E. J. , Cho , Hidetsura , Rucker , Christoph and Hua , Duy H. 1981 . Tet Lett. , 22 : 3455
  • Lissel , M. and Weiffen , J. 1981 . Syn. Comm. , : 545 – 549 . Phase transfer catalysis in the preparation of silyl ethers have been reported: The authors used Aliquot 336 (Tricaprylylmethylammonium chloride), however, elevated temperataures were required for their reactions to occur
  • Remiszewski , S. W. , Stouch , T. R. and Weinreb , S. M. 1985 . Tetrahedron , 41 : 1173 – 1178 . Benzyl ethers have been recently reported using a similar method:
  • Available from the Aldrich Chemical Company
  • This step could and was omitted in most cases where less than 50 mg of KH was needed

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