Switch in stereoselectivity caused by the isocyanide structure in the rhodium-catalyzed silylimination of alkynes |
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Authors: | Fukumoto Yoshiya Hagihara Motoyuki Kinashi Fuyuko Chatani Naoto |
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Affiliation: | Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan. fukumoto@chem.eng.osaka-u.ac.jp |
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Abstract: | The reaction of terminal alkynes with hydrosilanes and tert-alkyl isocyanides in the presence of Rh(4)(CO)(12) gives (Z)-β-silyl-α,β-unsaturated imines in good yields. On the other hand, the use of aryl isocyanides in place of tert-alkyl isocyanides leads to the formation of E isomers. |
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