Formaldehyde dialkylhydrazones as neutral formyl anion and cyanide equivalents: Nucleophilic addition to conjugated enones

…, R Fernández, C Gasch, JM Lassaletta…

文献索引：Diez; Fernandez; Gasch; Lassaletta; Llera; Martin-Zamora; Vazquez Journal of Organic Chemistry, 1997 , vol. 62, # 15 p. 5144 - 5155

全文：HTML全文

被引用次数: 44

摘要

A versatile methodology for the nucleophilic formylation and cyanation of conjugated enones is reported. The procedure is based on the use of formaldehyde dimethylhydrazone, which, acting as a neutral formyl anion equivalent, adds to preformed trialkylsilyl-enone complexes. Both 4-(silyloxy)-3-enal hydrazones 3 or deprotected 4-oxo aldehyde monohydrazones 4 can be obtained as products depending on quenching conditions. In ...