Abstract
AbstractHere, we briefly highlight our 15-step total synthesis of mollanol A, the first isolated member of the mollane-type grayanoids, which relied on a convergent strategy. A Stille coupling and a vinylogous aldol reaction/intramolecular oxa-Michael addition sequence were used to assemble the two fragments that featured most of the important chiral centers and nearly all the essential oxidation states of the natural product. The bicyclo[3.2.1]octane fragment was synthesized by using an InCl3-catalyzed Conia–ene cyclization reaction. The challenging tetrasubstituted alkene was constructed through a 1,4-reduction of the conjugated alkenes at a late stage.1 Introduction2 Total Synthesis of Mollanol A3 Conclusion
Funder
National Natural Science Foundation of China
Department of Science and Technology of Gansu Province
Lanzhou University
Cited by
1 articles.
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1. Total Syntheses of Rhodomollins A and B;Journal of the American Chemical Society;2023-11-28