Tetrahedron

The Meyer–Schuster rearrangement: a new synthetic strategy leading to prostaglandins and their drug analogs, Bimatoprost and Latanoprost

G Zanoni, A D'Alfonso, A Porta, L Feliciani, SP Nolan…

Index: Zanoni, Giuseppe; D'Alfonso, Alessandro; Porta, Alessio; Feliciani, Lazzaro; Nolan, Steven P.; Vidari, Giovanni Tetrahedron, 2010 , vol. 66, # 38 p. 7472 - 7478

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Citation Number: 32

Abstract

Gold (I) mediated Meyer–Schuster rearrangement for the installation of the 'lower'side chain of prostaglandins 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 efficient alternative to the standard Horner–Wadsworth–Emmons reaction in prostaglandin chemistry. Moreover, the present results provide a new synthetic process ...