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Deaminative meta-C-H alkylation by ruthenium(ii) catalysis.

ABSTRACT: Precise structural modifications of amino acids are of importance to tune biological properties or modify therapeutical capabilities relevant to drug discovery. Herein, we report a ruthenium-catalyzed meta-C-H deaminative alkylation with easily accessible amino acid-derived Katritzky pyridinium salts. Likewise, remote C-H benzylations were accomplished with high levels of chemoselectivity and remarkable functional group tolerance. The meta-C-H activation approach combined with our deaminative strategy represents a rare example of selectively converting C(sp³)-N bonds into C(sp³)-C(sp²) bonds.

SUBMITTER: Wei W

PROVIDER: S-EPMC8208126 | biostudies-literature | 2021 Apr

REPOSITORIES: biostudies-literature

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Deaminative meta-C-H alkylation by ruthenium(ii) catalysis.

Wei Wen W Yu Hao H Zangarelli Agnese A Ackermann Lutz L

Chemical science 20210409 23

Precise structural modifications of amino acids are of importance to tune biological properties or modify therapeutical capabilities relevant to drug discovery. Herein, we report a ruthenium-catalyzed meta-C-H deaminative alkylation with easily accessible amino acid-derived Katritzky pyridinium salts. Likewise, remote C-H benzylations were accomplished with high levels of chemoselectivity and remarkable functional group tolerance. The meta-C-H activation approach combined with our ...[more]

PMID: 34194696

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