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Efficient short step synthesis of Corey's tamiflu intermediate
Authors:Kipassa Nsiama Tienabe  Okamura Hiroaki  Kina Kengo  Hamada Toshiyuki  Iwagawa Tetsuo
Affiliation:Department of Chemistry and Bioscience, Faculty of Science, Kagoshima University, 1-21-35 Korimoto, Kagoshima 890-0065, Japan.
Abstract:Corey's tamiflu intermediate was synthesized from a bicyclolactam adduct obtained by base-catalyzed Diels-Alder reaction of N-nosyl-3-hydroxy-2-pyridone with ethyl acrylate. A compound that has the same array of functional groups with the Corey's intermediate was obtained in four steps from the DA adduct in 47% overall yield. The intermediate itself was also prepared efficiently by simply changing the protective group.
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