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Synfacts 2007(11): 1129-1129
DOI: 10.1055/s-2007-991198
DOI: 10.1055/s-2007-991198
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York
Synthesis of (-)-Oseltamivir
N. Satoh, T. Akiba, S. Yokoshima, T. Fukuyama*
The University of Tokyo, Japan
Further Information
Publication History
Publication Date:
23 October 2007 (online)
Significance
This synthesis of the potent neuraminidase inhibitor (-)-oseltamivir phosphate (tamiflu) features an enantioselective Diels-Alder reaction to generate the azabicyclo[2.2.2]octane system D. The lactone E (er > 99:1) was purified by crystallization from MeOH.