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Anti-Carboalumination of Alkynes Using Aluminum Trihalide and Silyl Ketene Imines: Stereo- and Regioselective Synthesis of Alkenylaluminum Compounds Bearing a Cyano Group
Organic Letters ( IF 4.9 ) Pub Date : 2018-05-30 00:00:00 , DOI: 10.1021/acs.orglett.8b01371 Yoshihiro Nishimoto 1 , Rina Hirase 2 , Makoto Yasuda 2
Organic Letters ( IF 4.9 ) Pub Date : 2018-05-30 00:00:00 , DOI: 10.1021/acs.orglett.8b01371 Yoshihiro Nishimoto 1 , Rina Hirase 2 , Makoto Yasuda 2
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An organoaluminum-free and catalyst-free anti-carboalumination of alkynes using aluminum trihalides and silyl ketene imines was developed. Three components, an alkyne, AlX3, and a silyl ketene imine, were simply mixed to give the alkenylaluminum bearing a cyano group with regioselectivity. Theoretical calculations revealed the effective activation of the alkyne by AlX3 to enhance the regioselective carboalumination. The synthesized alkenylaluminums were applicable to many organic transformations.
中文翻译：
使用三卤化铝和甲硅烷基酮亚胺的炔烃抗碳铝化：带有氰基的烯基铝化合物的立体和区域选择性合成
开发了使用三卤化铝和甲硅烷基烯酮亚胺的炔烃的无有机铝和无催化剂的抗碳铝化方法。简单地将炔烃，AlX 3和甲硅烷基烯酮亚胺这三种组分混合，即可得到带有氰基的具有区域选择性的烯基铝。理论计算表明，AlX 3可有效激活炔烃，以增强区域选择性碳铝结合作用。合成的烯基铝可用于许多有机转化。
更新日期：2018-05-30
中文翻译：
使用三卤化铝和甲硅烷基酮亚胺的炔烃抗碳铝化：带有氰基的烯基铝化合物的立体和区域选择性合成
开发了使用三卤化铝和甲硅烷基烯酮亚胺的炔烃的无有机铝和无催化剂的抗碳铝化方法。简单地将炔烃，AlX 3和甲硅烷基烯酮亚胺这三种组分混合，即可得到带有氰基的具有区域选择性的烯基铝。理论计算表明，AlX 3可有效激活炔烃，以增强区域选择性碳铝结合作用。合成的烯基铝可用于许多有机转化。
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