Efficient Short Step Synthesis of Corey's Tamiflu Intermediate

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• 作者：Nsiama Tienabe Kipassa ; Hiroaki Okamura ; Kengo Kina ; Toshiyuki Hamada ; Tetsuo Iwagawa
• 刊名：Organic Letters
• 出版年：2008
• 出版时间：March 6, 2008
• 年：2008
• 卷：10
• 期：5
• 页码：815 - 816
• 全文大小：33K
• 年卷期：v.10,no.5(March 6, 2008)
• ISSN：1523-7052

文摘

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 obtainedin four steps from the DA adduct in 47% overall yield. The intermediate itself was also prepared efficiently by simply changing the protectivegroup.