Rhodium(I)-catalyzed [4+2+2] cycloadditions of 1,3-dienes, alkenes, and alkynes for the synthesis of cyclooctadienes

Journal of the American Chemical Society
Paul A Wender, Justin P Christy

Abstract

The first [4+2+2] cycloadditions involving terminal alkynes and diene-enes, including a fully intramolecular example, are reported resulting in the formation of cyclooctadienes using [RhCl(CO)2]2 (5 mol %) treated with AgSbF6 (10 mol %) as a precatalyst. The reaction is general for a variety of terminal alkynes, as well as variously substituted diene-enes (yields up to 88%).

References

Jul 26, 2002·Journal of the American Chemical Society·Scott R Gilbertson, Brenton DeBoef

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Citations

Jul 31, 2007·Chemical Society Reviews·Congyang Wang, Zhenfeng Xi
Jun 20, 2015·Journal of the American Chemical Society·Megan H ShawJohn F Bower
Jun 15, 2011·Journal of the American Chemical Society·Yoshihiro OonishiYoshihiro Sato
May 1, 2010·Chemistry, an Asian Journal·Zhi-Xiang YuYuanyuan Wang
Mar 30, 2010·Chemistry, an Asian Journal·Feng HuangZhi-Xiang Yu
May 28, 2010·Chemical Society Reviews·Phillip A Inglesby, P Andrew Evans
Apr 8, 2014·Chemical Communications : Chem Comm·Gino Martin R Canlas, Scott R Gilbertson
Jan 22, 2020·Journal of the American Chemical Society·Gang-Wei WangJohn F Bower

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