Allylcyanation of alkynes: Regio- and stereoselective access to functionalized di- or trisubstituted acrylonitriles

被引:118
作者
Nakao, Yoshiaki [1 ]
Yukawa, Tomoya [1 ]
Hirata, Yasuhiro [1 ]
Oda, Shinichi [1 ]
Satoh, Jun [1 ]
Hiyama, Tamejiro [1 ]
机构
[1] Kyoto Univ, Dept Chem Mat, Grad Sch Engn, Kyoto 6158510, Japan
关键词
D O I
10.1021/ja060519g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Allyl cyanides are found to add across alkynes in the presence of a nickel catalyst prepared from Ni(cod)2 and P(4-CF3-C6H4)3 in situ to give variously functionalized di- or trisubstituted acrylonitriles in highly stereoselective manners possibly via a π-allylnickel species as an intermediate. α-Siloxyallyl cyanides also react at the γ-position of a cyano group with both internal and terminal alkynes having various functional groups to give silyl enol ethers, which give the corresponding aldehydes or ketones upon hydrolysis. Copyright © 2006 American Chemical Society.
引用
收藏
页码:7116 / 7117
页数:2
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