Ketene acetals from thermolysis of aryloxy methoxy oxadiazolines. Evidence for carbonyl ylide intermediates

…, M El-Saidi, J Warkentin

文献索引：Couture, Philippe; El-Saidi, Manal; Warkentin, John Canadian Journal of Chemistry, 1997 , vol. 75, # 3 p. 326 - 332

全文：HTML全文

被引用次数: 18

摘要

Thermolysis of oxadiazolines (5) in benzene at 110° C leads to ketene acetals (11) as minor products. Carbonyl ylide intermediates (6), and oxiranes (7), presumably in equilibrium with those ylides, are implicated as unstable precursors of the ketene acetals although none of the oxiranes (carbonyl protected α-lactones) were isolable and only one of the ketene acetals was isolable in pure form. The evidence points to the two-step sequence of ...