Chemistry–A European Journal

Development of a Concise Synthesis of (−)??Oseltamivir (Tamiflu)

BM Trost, T Zhang

Index: Trost, Barry M.; Zhang, Ting Chemistry - A European Journal, 2011 ,  vol. 17,  # 13  p. 3630 - 3643

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Citation Number: 37

Abstract

Abstract We report a full account of our work towards the development of an eight-step synthesis of anti-influenza drug (−)-oseltamivir (Tamiflu) from commercially available starting materials. The final synthetic route proceeds with an overall yield of 30%. Key transformations include a novel palladium-catalyzed asymmetric allylic alkylation reaction (Pd-AAA) as well as a rhodium-catalyzed chemo-, regio-, and stereoselective aziridination ...