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Pure Appl. Chem., 2008, Vol. 80, No. 8, pp. 1683-1691

doi:10.1351/pac200880081683

Chemoselective reactions: Toward the synthesis of biologically active natural products with anticancer activities*

Sebastien Reymond, Laurent Ferrié, Amandine Guérinot, Patrice Capdevielle, and Janine Cossy

Laboratoire de Chimie Organique ESPCI-Paris Tech, CNRS, 10 Rue Vauquelin, 75231 Paris Cedex 05, France


Abstract: Leucascandrolide A and migrastatin were synthesized efficiently by using chemoselective reactions such as olefin metatheses. The use of an iron-catalyzed cross-coupling reaction overcame difficulties encountered with palladium-catalyzed processes in our synthetic approach toward spirangien A.

Keywords: allyltitanation; chemoselective reactions; cross-coupling; cross-metathesis; crotyltitanation; iron; natural products; ring-closing metathesis; total synthesis.