Switch in Stereoselectivity Caused by the Isocyanide Structure in the Rhodium-Catalyzed Silylimination of Alkynes

Yoshiya Fukumoto, M. Hagihara, Fuyuko Kinashi, Naoto Chatani

Journal of the American Chemical Society · 2011 · 41 citations · 23 references

Concepts

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.

References

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