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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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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