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On the [4+2]-cycloaddition reaction of levoglucosenone with piperylene
Authors:F A Valeev  I N Gaisina  M S Miftakhov
Institution:(1) Institute of Organic Chemistry, Ufa Scientific Center of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450005 Ufa, Russia
Abstract:The Diets-Alder reaction of levoglucosenone with piperylene catalyzed by ZnCl2 proceeds regio- and stereoselectively to give thesin-cis-adduct3; the thermal reaction yields an epimeric mixture of compound3 withsin-trans-adduct4 in the ratio of 4 : 1.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2584–2585, October, 1996.
Keywords:levoglucosenone  piperylene  cycloaddition  regio- and stereoselectivity
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