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EnglishA new synthetic approach for the construction of the spirolactone moiety of the progestin drospirenone is presented. Highly efficient cross-metathesis reaction catalyzed by Grubbs-Hoveyda second generation catalyst (6 mol%) is employed as the key step for the introduction of the ester moiety in the position C-17. The no need for protecting groups and the absence of harmful heavy metal-based oxidants constitute a valuable synthetic alternative to the existent approaches.
| Titolo: | A Nonclassical Stereoselective Semi-Synthesis of Drospirenone via Cross-Metathesis Reaction |
| Autore/i: | BANDINI, MARCO; CONTENTO, MICHELE; GARELLI, ANDREA; MONARI, MAGDA; TOLOMELLI, ALESSANDRA; UMANI RONCHI, ACHILLE; Erika Andriolo; Mauro Montorsi |
| Autore/i Unibo: | |
| Anno: | 2008 |
| Rivista: | |
| Digital Object Identifier (DOI): | http://dx.doi.org/10.1055/s-0028-1087226 |
| Abstract: | A new synthetic approach for the construction of the spirolactone moiety of the progestin drospirenone is presented. Highly efficient cross-metathesis reaction catalyzed by Grubbs-Hoveyda second generation catalyst (6 mol%) is employed as the key step for the introduction of the ester moiety in the position C-17. The no need for protecting groups and the absence of harmful heavy metal-based oxidants constitute a valuable synthetic alternative to the existent approaches. |
| Data prodotto definitivo in UGOV: | 2008-11-21 00:53:21 |
| Appare nelle tipologie: | 1.01 Articolo in rivista |
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http://hdl.handle.net/11585/64899
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