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Molecules 2002, 7(5), 420-432; doi:10.3390/70500420
Article

Regio- and Stereoselective [2+2] Photodimerization of 3-Substituted 2-Alkoxy-2-oxo-2H-1,2-benzoxaphosphorines

1, 1, 1,*  and 1
1 Department of Organic Chemistry, University of Sofia, Y. Bourchier av. 1, Sofia, 1126, Bulgaria 2 Laboratory of Organic Chemistry, Chemistry Department, University of Thessaloniki, Thessaloniki 540006, Greece
* Author to whom correspondence should be addressed.
Received: 10 July 2001 / Revised: 10 April 2002 / Accepted: 12 April 2002 / Published: 31 May 2002
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Abstract

Diethyl 1,2-benzoxaphosphorine-3-carboxylates 5 undergo a regio- and stereoselective [2+2] photodimerization reaction in methanol solution under the action of sunlight, giving in all cases the corresponding anti head-to-tail dimers 6 and 7. Concerning the stereogenic P atom, the photodimerization is also stereoselective, and the centrosymmetric stereoisomer 6 predominates over the non symmetric P-epimer 7.
Keywords: 2-Oxo-2-alkoxy-1; 2-benzoxaphosphorines; [2+2]photocycloaddition; benzoxaphphorine dimers 2-Oxo-2-alkoxy-1; 2-benzoxaphosphorines; [2+2]photocycloaddition; benzoxaphphorine dimers
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Nikolova, R.D.; Vayssilov, G.N.; Rodios, N.; Bojilova, A. Regio- and Stereoselective [2+2] Photodimerization of 3-Substituted 2-Alkoxy-2-oxo-2H-1,2-benzoxaphosphorines. Molecules 2002, 7, 420-432.

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