Concise total synthesis of (±)-actinophyllic acid
TetrahedronPublished 20 March 2014Open access
Brett A. Granger, Ivan T. Jewett, Jeffrey D. Butler, Stephen F. Martin
Citations27
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TL;DR
A concise total synthesis of the complex indole alkaloid (±)-actinophyllic acid was accomplished by a sequence of reactions requiring only 10 steps from readily-available, known starting materials.
Abstract
A concise total synthesis of the complex indole alkaloid (±)-actinophyllic acid was accomplished by a sequence of reactions requiring only 10 steps from readily-available, known starting materials. The approach featured a Lewis acid-catalyzed cascade of reactions involving stabilized carbocations that delivered the tetracyclic core of the natural product in a single chemical operation. Optimal conversion of this key intermediate into (±)-actinophyllic acid required judicious selection of a protecting group strategy.
Keywords
ChemistryPharmacology, Toxicology and Pharmaceutics
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