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Molecules 2002, 7(5), 420-432;

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

Department of Organic Chemistry, University of Sofia, Y. Bourchier av. 1, Sofia, 1126, Bulgaria
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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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. View Full-Text
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

Figure 1

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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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