1,1-dialkyl-2-acyl-3-hydroxypyrazolidinium and 2,2-dialkyl-5-hydroxyisoxazolidinium salts

Article abstract of DOI:10.1007/BF02251546

Salts of 1,1-dimethyl-2-acylhydrazines and 1,1-dialkylhydroxylamines add quantitatively to the double bond of oxo compounds with an unsubstituted vinyl substituent. The structure of the products depends on the nature of the substituent at the carbonyl group. ¹H and ¹³C NMR spectroscopy indicated that acrolein derivatives have the cyclic structure of 1,1-dialkyl-2-acyl-3-hydroxypyrazolidinium and 2,2-dialkyl-5-hydroxyisoxazolidinium salts, while derivatives of phenyl vinyl ketone and hydrazide salts are the corresponding linear hydrazinium salts. Ring - chain tautomerism was found for several derivatives of methyl vinyl ketone in solution. 1999 Kluwer Academic/Plenum Publishers.