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Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/194024
Total Synthesis of (−)-Cylindricine H
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Abstract
Starting from (R)-phenylglycinol-derived tricyclic lactam 1, the enantioselective synthesis of (−)-cylindricine H is reported. From the stereochemical standpoint, the key steps are the stereoselective generation of the quaternary C10 stereocenter, the stereoselective introduction of the C4 acetoxy and C2 butyl substituents taking advantage of the lactam carbonyl functionality, and the assembly of the pyrrolidine ring with the required functionalized one-carbon chain at C13 by intramolecular opening of an epoxide.
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PICCICHÈ, Miriam, et al. Total Synthesis of (−)-Cylindricine H. Organic Letters. 2022. Vol. 24, num. 29, pags. 5356-5360. ISSN 1523-7060. [consulted: 7 of June of 2026]. Available at: https://hdl.handle.net/2445/194024