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Multicomponent approach to the synthesis of oxidized amides through nitrile hydrozirconation.

ABSTRACT: "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.

SUBMITTER: Wan S

PROVIDER: S-EPMC2562210 | biostudies-literature | 2007 Dec

REPOSITORIES: biostudies-literature

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Multicomponent approach to the synthesis of oxidized amides through nitrile hydrozirconation.

Wan Shuangyi S Green Michael E ME Park Jung-Hyun JH Floreancig Paul E PE

Organic letters 20071117 26

"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. ...[more]

PMID: 18020344

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