Synthesis of diols using the hypervalent iodine(III) reagent, phenyliodine(III) bis(trifluoroacetate)

Date

2006-05-29

Author

Celik, Murat
Alp, Cemalettin
Coşkun, Betül
Gultekin, M. Serdar
Balcı, Metin

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1.2- and 1.3-Bis(trifluoroacetoxy) alcohols are easily obtained from the one-pot reaction of alkenes with phenyliodine(III) bis(trifluoroacetate) (PIFA) in the absence of any additive or catalyst. The products were converted into the corresponding diols by ammonolysis. The use of bicyclic alkenes has shown that rearranged 1,3-diacetoxy alcohols are mostly formed as the major products.

Subject Keywords

Phenyliodine(III) bis(trifluoroacetate), PIFA, Oxidation, Rearrangement, 1.2-diols, 1.3-diols

URI

https://hdl.handle.net/11511/57166

Journal

TETRAHEDRON LETTERS

DOI

https://doi.org/10.1016/j.tetlet.2006.03.137

Collections

Department of Physical Education and Sports, Article

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Citation Formats

M. Celik, C. Alp, B. Coşkun, M. S. Gultekin, and M. Balcı, “Synthesis of diols using the hypervalent iodine(III) reagent, phenyliodine(III) bis(trifluoroacetate),” TETRAHEDRON LETTERS, pp. 3659–3663, 2006, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/57166.