Palladium-catalyzed hydroalkylation of styrenes with organozinc reagents to form carbon-carbon sp3-sp3 bonds under oxidative conditions.

Journal of the American Chemical Society
Kaveri Balan Urkalan, Matthew S Sigman

Abstract

An unconventional route for the formation of sp(3)-sp(3) C-C bonds from various styrenes and an organozinc reagent in a formal alkene hydroalkylation process is detailed. Mechanistically, this process is proposed to proceed by initial transmetalation followed by formation of a Pd-H species, which is subsequently trapped by the styrene.

References

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Citations

Mar 12, 2010·Journal of the American Chemical Society·Mao ChenAiwen Lei
Jul 7, 2011·Journal of the American Chemical Society·Ryan J DeLuca, Matthew S Sigman
Jun 30, 2012·Journal of the American Chemical Society·Benjamin J StokesMatthew S Sigman
Feb 5, 2013·Journal of the American Chemical Society·Satoshi MizutaVéronique Gouverneur
Nov 19, 2013·Journal of the American Chemical Society·Yin WangCongyang Wang
May 21, 2010·Organic Letters·Erik W WernerMatthew S Sigman
Apr 23, 2011·Organic Letters·Tejas P Pathak, Matthew S Sigman
Dec 21, 2012·Organic Letters·Ryan J DeLuca, Matthew S Sigman
Aug 11, 2015·Journal of the American Chemical Society·Yi-Ming WangStephen L Buchwald
Apr 26, 2017·Organic Letters·Zijia WangYoichiro Kuninobu
Jul 12, 2014·Organic & Biomolecular Chemistry·Cai Zhang
Oct 21, 2017·Angewandte Chemie·Mitchell LeeGojko Lalic
Oct 7, 2014·Chemistry : a European Journal·Ala BunescuJieping Zhu
Feb 21, 2014·Angewandte Chemie·Barry M Trost, Lara C Czabaniuk
Nov 5, 2014·Angewandte Chemie·Jia Jia DongBen L Feringa
Aug 28, 2010·Angewandte Chemie·Brian W MichelMatthew S Sigman
Oct 14, 2021·Nature Communications·Zhao WuKami L Hull

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