An expeditious synthesis of lasofoxifene and nafoxidine via the novel three-component coupling reaction

被引:9
|
作者
Sano, Yoshiyuki [1 ]
Nakata, Kenya [1 ]
Otoyama, Takafumi [1 ]
Umeda, Sei [1 ]
Shiina, Isamu [1 ]
机构
[1] Tokyo Univ Sci, Fac Sci, Dept Appl Chem, Tokyo 1628601, Japan
关键词
D O I
10.1246/cl.2007.40
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The simple and efficient synthesis of lasofoxifene (4), a possible candidate for alleviating osteoporosis, via the novel three-component coupling reaction among 4-pivaloyloxybenzaldehyde (5), cinnamyltrimethylsilane (6), and anisole in the presence of HfCl4 is illustrated. The successive cationic cyclization of the coupling product, olefin formation, and migration of the double-bond are performed to afford the common synthetic intermediate of lasofoxifene (4) and nafoxidine (3) via a very concise procedure.
引用
收藏
页码:40 / 41
页数:2
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