Synthèse du dolabélide A, de la mirabaline et du symbioramide par hydrogénation asymétrique

Abstract : This manuscript presents the synthesis of three natural products (dolabelide A, mirabalin and symbioramide) through organometallic catalysis. Concerning dolabélide A, the north and south fragments have been prepared and coupled, and seven out of eleven stereogenic centers have been controlled by asymmetric hydrogenation catalysed by chiral ruthenium complexes. Besides, a synthetical approach of three fragments has been studied for which the 1,2-aminoalcohol moieties have been introduced thanks to a dynamic kinetic resolution of -amino -ketoester through asymmetric hydrogenation. This method has also been applied to the total synthesis of symbioramide and seven derivatives.
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Sébastien Prevost. Synthèse du dolabélide A, de la mirabaline et du symbioramide par hydrogénation asymétrique. Chimie organique. Université Pierre et Marie Curie - Paris VI, 2011. Français. ⟨pastel-00696010⟩

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