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Total synthesis of the putative structure of nagelamide D.

ABSTRACT: A total synthesis of the putative structure of nagelamide D from imidazole is described. A Stille cross-coupling is used to construct the bis imidazole skeleton, and the pyrrolecarboxamides are introduced via a double Mitsunobu reaction using a pyrrolehydantoin derivative. Discrepancies between the published spectroscopic data and that reported in the literature cast doubts either on the assigned structure or the reported data.

SUBMITTER: Bhandari MR

PROVIDER: S-EPMC2668712 | biostudies-literature | 2009 Apr

REPOSITORIES: biostudies-literature

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Total synthesis of the putative structure of nagelamide D.

Bhandari Manojkumar R MR Sivappa Rasapalli R Lovely Carl J CJ

Organic letters 20090401 7

A total synthesis of the putative structure of nagelamide D from imidazole is described. A Stille cross-coupling is used to construct the bis imidazole skeleton, and the pyrrolecarboxamides are introduced via a double Mitsunobu reaction using a pyrrolehydantoin derivative. Discrepancies between the published spectroscopic data and that reported in the literature cast doubts either on the assigned structure or the reported data. ...[more]

PMID: 19278243

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