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Pd-catalyzed asymmetric allylic substitution cascade using ?-(pyridin-1-yl)-acetamides formed in situ as nucleophiles.

ABSTRACT: A Pd-catalyzed asymmetric allylic substitution cascade reaction, using ?-(pyridin-1-yl)-acetamides (formed in situ) as nucleophiles, has been developed, generating chiral piperidine-containing amino acid derivatives via a one-pot procedure in high yields and with up to 96% ee. The products can be easily converted into potential bioactive compounds, unnatural chiral amino acids and dipeptides.

SUBMITTER: Yao K

PROVIDER: S-EPMC6369409 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature

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Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles.

Yao Kun K Yuan Qianjia Q Qu Xingxin X Liu Yangang Y Liu Delong D Zhang Wanbin W

Chemical science 20181204 6

A Pd-catalyzed asymmetric allylic substitution cascade reaction, using α-(pyridin-1-yl)-acetamides (formed in situ) as nucleophiles, has been developed, generating chiral piperidine-containing amino acid derivatives via a one-pot procedure in high yields and with up to 96% ee. The products can be easily converted into potential bioactive compounds, unnatural chiral amino acids and dipeptides. ...[more]

PMID: 30842843

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