Wan Shuangyi, Green Michael E, Park Jung-Hyun, Floreancig Paul E
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.
Org Lett. 2007 Dec 20;9(26):5385-8. doi: 10.1021/ol702184n. Epub 2007 Nov 17.
"Oxidized" amides, as represented by acyl aminals and acyl hemiaminals, are integral subunits of several natural products that exhibit useful biological activity. In this paper a multicomponent approach to these groups from acylimine intermediates is demonstrated. The acylimines are accessed through a sequence of nitrile hydrozirconation and acylation, making this highly versatile amide synthesis useful for a range of applications in target- and diversity-oriented synthesis.
以酰基缩醛胺和酰基半缩醛胺为代表的“氧化”酰胺是几种具有有益生物活性的天然产物的组成亚基。本文展示了一种从酰基亚胺中间体合成这些基团的多组分方法。通过腈的锆氢化和酰化序列可得到酰基亚胺,这使得这种高度通用的酰胺合成方法可用于目标导向合成和多样性导向合成中的一系列应用。