Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 51, Pages 17750-17756Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja5109694
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Funding
- American Cancer Society by way of an Illinois Division Research Scholar Award [RSG-12-253-01-CDD]
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The enantioselective synthesis of maoecrystal V, a cytotoxic polycyclic diterpene, is described. Key reactions in the synthesis include an intramolecular Heck reaction, an oxidative cycloetherification, and an intermolecular Diels-Alder reaction to forge the carbocyclic core in a concise and stereoselective manner. Late-stage amine and C-H oxidation is used to install the final functional groups required to complete the synthesis.
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