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Decarbonylative approach to the synthesis of enamides from amino acids: stereoselective synthesis of the (Z)-aminovinyl-D-cysteine unit of mersacidin.

ABSTRACT: The Pd- and Ni-promoted decarbonylation of amino acid thioesters proceeds smoothly to yield enamides. The synthesis of the (S)-(Z)-AviMeCys subunit of mersacidin, an MRSA-active lantibiotic, via this approach, is described.

SUBMITTER: Garcia-Reynaga P

PROVIDER: S-EPMC3307523 | biostudies-literature | 2012 Feb

REPOSITORIES: biostudies-literature

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Decarbonylative approach to the synthesis of enamides from amino acids: stereoselective synthesis of the (Z)-aminovinyl-D-cysteine unit of mersacidin.

García-Reynaga Pablo P Carrillo Angela K AK VanNieuwenhze Michael S MS

Organic letters 20120201 4

The Pd- and Ni-promoted decarbonylation of amino acid thioesters proceeds smoothly to yield enamides. The synthesis of the (S)-(Z)-AviMeCys subunit of mersacidin, an MRSA-active lantibiotic, via this approach, is described. ...[more]

PMID: 22296268

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