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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 188, 2013 - Issue 1-3: 19th International Conference on Phosphorus Chemistry (ICPC-2012) Rotterdam, 8–12 July, 2012
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Original Articles

Novel Rearrangement of Spirophosphoranes

P. P. Onys’ko Institute of Organic Chemistry, NAS of Ukraine, Kyiv, Ukraine
,
S. V. Lobanov Institute of Organic Chemistry, NAS of Ukraine, Kyiv, Ukraine
,
Y. V. Rassukana Institute of Organic Chemistry, NAS of Ukraine, Kyiv, Ukraine
,
A. V. Bezdudny Institute of Organic Chemistry, NAS of Ukraine, Kyiv, Ukraine
,
Y. G. Vlasenko Institute of Organic Chemistry, NAS of Ukraine, Kyiv, Ukraine
,
A. N. Chernega Institute of Organic Chemistry, NAS of Ukraine, Kyiv, Ukraine
&
A. D. Synytsya Institute of Organic Chemistry, NAS of Ukraine, Kyiv, Ukraine
 show all
Pages 173-175 | Received 12 Sep 2012, Accepted 21 Oct 2012, Published online: 08 May 2013
 
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Abstract

Reactions of N-trifluoroacetyl trifluoroacetimidoyl chloride with acyclic or cyclic phosphites proceed by the cheletropic 1,4-cycloaddition scheme to form mono- or spirocyclic phosphoranes. The spirophosphorane resulting from the reaction with diethylamino-o- phenylenedioxyphosphite undergoes unusual acid catalyzed stereoselective rearrangement involving ring expansion to afford functionalized cyclic aminophosphonate.

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