Phosphine-Catalyzed Vicinal Acylcyanation of Alkynoates.
Phosphine-Catalyzed Vicinal Acylcyanation of Alkynoates.
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DOI：
10.1021/acs.orglett.6b00677
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发表时间：
2016-03
期刊：
影响因子：
5.2
通讯作者：
Hiroaki Murayama;K. Nagao;H. Ohmiya;M. Sawamura
中科院分区：
文献类型：
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作者：
Hiroaki Murayama;K. Nagao;H. Ohmiya;M. Sawamura
膦有机催化使烷基氰化物与酰基氰化物发生邻位酰基氰化反应，生成具有四取代烯烃基团的丙烯腈衍生物。在烷基糖酸盐的C-C三键的α和β碳原子上分别引入了酰基和氰基，具有完全的区域选择性和较高的反立体选择性。酰基氰化物和烷基诺酸酯中的各种官能团是可以容忍的。
Phosphine organocatalysis enabled vicinal acylcyanation of alkynoates with acyl cyanides to form acrylonitrile derivatives with a tetrasubstituted alkene moiety. The acyl and cyano groups were introduced at the α and β carbon atoms, respectively, of the C-C triple bond in the alkynoates with complete regioselectivity and high anti stereoselectivity. A variety of functional groups in the acyl cyanides and alkynoates were tolerated.