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Report | Regular issue | Vol 20, No. 6, 1983, pp.1055-1061
Published online, 1st January, 1970
DOI: 10.3987/R-1983-06-1055
Cycloadditions with Capto-Dative Olefins, III. Addition of 2-Morpholino-Acrylonitrile to Various Aldonitrones

Dietrich Döpp and Jutta Walter

*Fachgebirt Organische Chemie, Universität Duisburg, Postfach 101629, D-4100 Duisburg 1, Germany


With very high regioselectivity, 2-morpholino-acrylonitrile (1) is added to aldonitrones to form unstable 5-morpholino-isoxazolidine-5-carbonitriles; the latter generally tend to form α,β-unsaturated carboxylic acid morpholides with ring opening and elimination of hydrogen cyanide.