Iron-catalyzed cross-coupling reactions. A scalable synthesis of the immunosuppressive agent FTY720

G Seidel, D Laurich, A Fürstner

Index: Seidel, Guenter; Laurich, Daniel; Fuerstner, Alois Journal of Organic Chemistry, 2004 , vol. 69, # 11 p. 3950 - 3952

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Citation Number: 125

Abstract

A chemo-and regioselective cross-coupling reaction of the functionalized aryl triflate 5 with octylmagnesium bromide catalyzed by cheap, nontoxic, and environmentally benign Fe (acac) 3 sets the basis for a practical and scaleable synthesis of the octylbenzene derivative 6, which serves as a key building block for the preparation of FTY720 (1). This 2-amino-1, 3- propanediol derivative shows highly promising immunosuppressive properties and is ...