Organic Letters
Organic Letters
3 years ago

Total Synthesis of Paralemnolide A

Total Synthesis of Paralemnolide A
Hisanaka Ito, Yuta Ogura, Toyoharu Kobayashi, Hideki Abe
The first total synthesis of tricyclic bisnorsesquiterpene paralemnolide A, isolated from the soft coral Paralemnalia thyrsoides, was achieved. This synthesis features the lactonization of the cyclohexene derivative having a tert-butyl ester via stereoselective epoxidation followed by treatment with a Brønsted acid and construction of the novel tricyclic skeleton by an intramolecular Reformatsky–Honda reaction.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b03038

DOI: 10.1021/acs.orglett.7b03038

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