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从醛或伯醇制备一碳同系化酰胺。

Preparation of one-carbon homologated amides from aldehydes or primary alcohols.

机构信息

Department of Chemistry, The University of Alabama , Box 870336, Tuscaloosa, Alabama 35487-0336, United States.

出版信息

Org Lett. 2014 Mar 21;16(6):1602-5. doi: 10.1021/ol500200n. Epub 2014 Mar 5.

Abstract

Aldehydes and primary alcohols can be converted to one-carbon homologated primary, secondary, or tertiary amides in two operational steps. The approach offers several unique features including compatibility with (hetero)aryl, alkyl, alkenyl, and racemizable chiral substrates, the ability to prepare Weinreb amides from aryl and unhindered aliphatic substrates, and the opportunity to employ unprotected amino acids as amine sources in the amidation step.

摘要

醛和伯醇可以通过两步操作转化为一碳同系化的伯、仲或叔酰胺。该方法具有几个独特的特点,包括与(杂)芳基、烷基、烯基和外消旋手性底物的兼容性,能够从芳基和无阻碍的脂肪族底物制备 Weinreb 酰胺,以及在酰胺化步骤中使用未保护的氨基酸作为胺源的机会。

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