Efficient short step synthesis of Corey's tamiflu intermediate
Efficient short step synthesis of Corey's tamiflu intermediate
复制标题
DOI:
10.1021/ol7029646
复制
发表时间:
2008-03-06
期刊:
影响因子:
5.2
通讯作者:
Iwagawa, Tetsuo
中科院分区:
文献类型:
--
作者:
Kipassa, Nsiama Tienabe;Okamura, Hiroaki;Iwagawa, Tetsuo
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.