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Synthesis of Tamiflu (Oseltamivir)
K. Yamatsugu, L. Yin, S. Kamijo, Y. Kimura, M. Kanai*, M. Shibasaki*
The University of Tokyo, Japan
22 June 2009 (online)
Tamiflu is a potent neuraminidase inhibitor used for the treatment of the avian H5N1 virus. The key step is a putative barium-catalyzed asymmetric Diels-Alder reaction using the ligand C. A possible transition state is K. For earlier syntheses from the same group see: J. Am. Chem. Soc. 2006, 128, 6312; Org. Lett. 2007, 9, 259; Tetrahedron Lett. 2007, 48, 1403.