The Diels-Alder reaction using a vinyl sulfoxide activated by the participation of a neighboring epoxide group

被引:0
|
作者
Abe, H [1 ]
Tsuchida, D
Kashino, S
Takeuchi, Y
Harayama, T
机构
[1] Okayama Univ, Fac Pharmaceut Sci, Okayama 7008530, Japan
[2] Okayama Univ, Fac Sci, Dept Chem, Okayama 7008530, Japan
关键词
Diels-Alder reaction; vinyl sulfoxide; epoxide; neighboring participation; sulfonium salt;
D O I
暂无
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A vinyl sulfoxide, which is considered to be a moderately reactive dienophile, could be activated by neighboring participation of an epoxide group. The Diels-Alder reaction of ortho-epoxyphenyl vinyl sulfoxide with cyclopentadiene in the presence of Yb(OTf)(3) proceeded smoothly even at room temperature to afford the epoxy-opened cycloadducts with moderate stereoselectivity.
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页码:833 / 837
页数:5
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