New reaction of glycidols with oxalyl chloride and phosgene—an approach to cyclic esters |
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| Authors: | Bredikhin A. A. Pashagin A. V. Strunskaya E. I. Gubaydullin A. T. Litvinov I. A. Bredikhina Z. A. |
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| Affiliation: | (1) A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420083 Kazan, Russian Federation |
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| Abstract: | 2,3-Epoxy alcohols (glycidols) react with carboxylic acid dichlorides to form cyclic esters of 3-chloro-1,2-diols. The reaction proceeds with complete retention of the configuration of the C(2) atom of the initial glycidol and with predominant (but not complete) inversion of the configuration of the C(3) atom in the final heterocycle. Translated fromIzvestiya Akademii Nuak. Seriya Khimicheskaya, No. 11, pp. 2110–2114, November, 1999. |
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| Keywords: | epoxyalcohols oxalyl chloride phosgene cyclie esters stereochemistry |
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