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Total synthesis of the antiproliferative macrolide (+)-neopeltolide
Xavier Guinchard1, Emmanuel Roulland
1Centre de Recherche CNRS de Gif-sur-Yvette, Institut de Chimie des Substances Naturelles, Avenue de la Terrasse, 91198, Gif-sur-Yvette, France.
Abstract:
A concise total synthesis of the very promising antiproliferative macrolide (+)-neopeltolide (1) has been performed in 16 steps. The main steps of this approach are a Ru(II)-catalyzed alkyne-enal coupling, a Pd0-catalyzed desulfurative cross-coupling, and a stereoselective In(III)-catalyzed propargylation. Four stereogenic centers out of six have been set thanks to substrate-controlled diastereoselective reactions with minimal reliance on protecting groups.
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