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.
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 |
File in questo prodotto:
Eventuali allegati, non sono esposti
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.