Facile synthesis of trifluoromethyl-substituted enynes: Remarkable reactivity and stereoselectivity of tributyl(3,3,3-trifluoropropynyl)stannane in carbostannylation of alkynes

被引:14
|
作者
Shimizu, M [1 ]
Jiang, GF
Murai, M
Takeda, Y
Nakao, Y
Hiyama, T
Shirakawa, E
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Nishikyo Ku, Kyoto 6158510, Japan
[2] Kyoto Univ, Grad Sch Sci, Dept Chem, Sakyo Ku, Kyoto 6668502, Japan
关键词
D O I
10.1246/cl.2005.1700
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Carbostannylation of alkynes with tributyl(3,3,3-trifluoro-propynyl)stannane is found to proceed at room temperature in a syn-manner, giving rise to the corresponding CF3-substituted enynes as a single stereoisomer in good yields. Both terminal and, CF3- or RO2C-substituted internal alkynes are applicable to the addition reaction. Synthetic applications of the adduct are also demonstrated.
引用
收藏
页码:1700 / 1701
页数:2
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