Gold(I) mediated MeyereSchuster rearrangement for the installation of the ‘lower’ side chain of pros- taglandins and their analogs has been developed. This Au-mediated rearrangement, featuring a low catalyst loading and mild reaction conditions, has been demonstrated to be an ef␣cient alternative to the standard HornereWadswortheEmmons reaction in prostaglandin chemistry. Moreover, the present results provide a new synthetic process leading to pharmacologically active prostanoids: Latanoprost and Bimatoprost, that continue to hold key positions in the anti-glaucoma drug market.

The Meyer-Schuster rearrangement: A new synthetic strategy leading to prostaglandins and their drug analogs, Bimatoprost and Latanoprost.

ZANONI, GIUSEPPE;PORTA, ALESSIO;VIDARI, GIOVANNI
2010-01-01

Abstract

Gold(I) mediated MeyereSchuster rearrangement for the installation of the ‘lower’ side chain of pros- taglandins and their analogs has been developed. This Au-mediated rearrangement, featuring a low catalyst loading and mild reaction conditions, has been demonstrated to be an ef␣cient alternative to the standard HornereWadswortheEmmons reaction in prostaglandin chemistry. Moreover, the present results provide a new synthetic process leading to pharmacologically active prostanoids: Latanoprost and Bimatoprost, that continue to hold key positions in the anti-glaucoma drug market.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/356527
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