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Total Synthesis of (±)-Sceptrin.

ABSTRACT: A four-step synthesis of the dimeric pyrrole-imidazole alkaloid sceptrin is reported. The brevity of the route is based on a simple solution developed for selective assembly of the cyclobutane core of the natural product. The photochemical intermolecular [2 + 2] dimerization of a useful hymenidin surrogate enables direct entry to this enigmatic class of biologically active marine secondary metabolites.

SUBMITTER: Nguyen LV

PROVIDER: S-EPMC7476034 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature

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Total Synthesis of (±)-Sceptrin.

Nguyen Long V LV Jamison Timothy F TF

Organic letters 20200507 17

A four-step synthesis of the dimeric pyrrole-imidazole alkaloid sceptrin is reported. The brevity of the route is based on a simple solution developed for selective assembly of the cyclobutane core of the natural product. The photochemical intermolecular [2 + 2] dimerization of a useful hymenidin surrogate enables direct entry to this enigmatic class of biologically active marine secondary metabolites. ...[more]

PMID: 32379973

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