Selective Reductions. V. The Partial Reduction of Tertiary Amides by Lithium Di-and Triethoxyaluminohydrides-A New Aldehyde Synthesis via the Dimethylamides

HC Brown, A Tsukamoto

文献索引：Brown,H.C.; Tsukamoto,A. Journal of the American Chemical Society, 1964 , vol. 86, p. 1089 - 1095

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被引用次数: 89

摘要

The reduction of tertiary amides by lithium di-and triethoxyaluminohydrides, conveniently synthesized in situ by the reaction of ethyl alcohol with lithium aluminum hydride, was explored as a useful synthetic route from the carboxylic acid to the corresponding aldehyde. With the exception of the highly hindered amide derivative~, N-diisoproppl-n-butyramide, a wide variety of n-butyryl tertiary amides were readily converted into n-butyraldehyde in ...