Catalytic Asymmetric Total Synthesis of (−)-Actinophyllic Acid
نویسندگان
چکیده
منابع مشابه
Total Synthesis of (±)-Actinophyllic Acid
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 sequenc...
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Described in this report is the first total synthesis of elatol, a halogenated sesquiterpene in the chamigrene natural product family. The key disconnections in our synthetic approach include an enantioselective decarboxylative allylation to form the all-carbon quaternary stereocenter and a ring-closing olefin metathesis to concomitantly form the spirocyclic core as well as the fully substitute...
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متن کاملSynthesis of (±)-actinophyllic acid and analogs: applications of cascade reactions and diverted total synthesis.
Actinophyllic acid is a biologically active indole alkaloid with a unique structural framework that incorporates five contiguous stereocenters. A total synthesis of (±)-actinophyllic acid has been completed that proceeds in only 10 steps from readily available, known compounds and with the isolation of nine intermediates. The synthesis features a novel cascade of reactions of N-stabilized carbo...
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ژورنال
عنوان ژورنال: Journal of the American Chemical Society
سال: 2016
ISSN: 0002-7863,1520-5126
DOI: 10.1021/jacs.6b00567