Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 15
153
Views
8
CrossRef citations to date
0
Altmetric
Original Articles

An Efficient Protocol for the Epoxidation of Acid-and Acid/Base-Sensitive Alkenes With m-Chloroperoxybenzoic Acid

, &
Pages 2875-2880 | Received 20 Dec 1995, Published online: 21 Aug 2006

References

  • Lee , A. W. M. 1984 . J. Chem. Soc., Chem. Commun. , : 578 Sharpless epoxidation of 1a, using either the catalytic or stoichiometric procedure, was unsuccessful and could not be improved by using a more acid stable acetal, such as a 5,5-dimethyl-1,3-dioxane. The lability of 1,3-dioxolanes toward Sharpless epoxidations have been observed previously:
  • Anderson , W. K. and Veysoglu , T. 1973 . J. Org. Chem. , 38 : 2267
  • Hijfte , L. V. , Little , R. D. , Petersen , J. L. and Moeller , K. D. 1987 . J. Org. Chem. , 52 : 4647
  • Hanzlik , R. P. and Hilbert , J. M. 1978 . J. Org. Chem. , 43 : 610
  • Swern , D. 1971 . Organic Peroxides , Edited by: Swern , D. Vol. 2 , 355 New York : Wiley .
  • Plesnicar , B. 1978 . Oxidation in Organic Chemistry , Edited by: Trahanovsky , W. S. Vol. 5C , New York : Academic . Chapter 3
  • Katritzky , A. R. and Lagowski , J. M. 1971 . Chemistry of the Heterocyclic N-Oxides , New York : Academic . Chapter 2
  • Somfai , P. 1995 . J. Chem. Soc., Perkin Trans. , I : 817 For a summary of general experimental procedures see

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.