Total synthesis of (+/-)-actinophyllic acid.
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ABSTRACT: The first total synthesis of (+/-)-actinophyllic acid (1) is reported. Key steps of this synthesis include an intramolecular oxidative coupling of ketone and malonic ester enolates and an aza-Cope-Mannich rearrangement that assembled the core structure of the natural product's unique ring system. The synthesis was accomplished from di-tert-butyl malonate in 8% overall yield by a concise sequence that proceeds by way of only seven isolated intermediates.
SUBMITTER: Martin CL
PROVIDER: S-EPMC2654095 | biostudies-literature |
REPOSITORIES: biostudies-literature
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