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Total synthesis of (±)-7-epi-nemorosone.

ABSTRACT: A concise total synthesis of (±)-7-epi-nemorosone is reported. Our synthetic approach establishes a viable route to polycyclic polyprenylated acylphloroglucinol natural products (PPAP's) bearing a C-7 endo prenyl side chain. Key steps include retro-aldol-vinyl cerium addition to a hydroxy adamantane core scaffold and palladium-mediated deoxygenation.

SUBMITTER: Zhang Q

PROVIDER: S-EPMC3326386 | biostudies-literature | 2012 Apr

REPOSITORIES: biostudies-literature

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Total synthesis of (±)-7-epi-nemorosone.

Zhang Qiang Q Porco John A JA

Organic letters 20120326 7

A concise total synthesis of (±)-7-epi-nemorosone is reported. Our synthetic approach establishes a viable route to polycyclic polyprenylated acylphloroglucinol natural products (PPAP's) bearing a C-7 endo prenyl side chain. Key steps include retro-aldol-vinyl cerium addition to a hydroxy adamantane core scaffold and palladium-mediated deoxygenation. ...[more]

PMID: 22449198

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