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

doi:10.3390/70500420

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

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

Rositca D. Nikolova ¹, G. N. Vayssilov ¹, Nestor Rodios ¹^,* and Anka Bojilova 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; in revised form: 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

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MDPI and ACS Style

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.

AMA Style

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(5):420-432.

Chicago/Turabian Style

Nikolova, Rositca D.; Vayssilov, G. N.; Rodios, Nestor; Bojilova, Anka. 2002. "Regio- and Stereoselective [2+2] Photodimerization of 3-Substituted 2-Alkoxy-2-oxo-2H-1,2-benzoxaphosphorines." Molecules 7, no. 5: 420-432.

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