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http://hdl.handle.net/2445/194024
Title: | Total Synthesis of (−)-Cylindricine H |
Author: | Piccichè, Miriam Pinto, Alexandre Griera Farres, Rosa Bosch Cartes, Joan Amat Tusón, Mercedes |
Keywords: | Síntesi asimètrica Lactames Catàlisi asimètrica Asymmetric synthesis Lactams Enantioselective catalysis |
Issue Date: | 18-Jul-2022 |
Publisher: | American Chemical Society |
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. |
Note: | Reproducció del document publicat a: https://doi.org/10.1021/acs.orglett.2c02004 |
It is part of: | Organic Letters, 2022, vol. 24, num. 29, p. 5356-5360 |
URI: | http://hdl.handle.net/2445/194024 |
Related resource: | https://doi.org/10.1021/acs.orglett.2c02004 |
ISSN: | 1523-7060 |
Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) |
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