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Efficient short step synthesis of Corey's tamiflu intermediate

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卷 10, 期 5, 页码 815-816

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AMER CHEMICAL SOC
DOI: 10.1021/ol7029646

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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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