PMID: 11929227Apr 4, 2002Paper

Nickel-BINAP catalyzed enantioselective alpha-arylation of alpha-substituted gamma-butyrolactones

Journal of the American Chemical Society
Dirk J Spielvogel, S L Buchwald

Abstract

A Ni(0)-BINAP system is utilized for the highly enantioselective alpha-arylation of alpha-substituted gamma-butyrolactones with aryl chlorides and bromides. alpha-Quaternization is achieved in moderate to excellent yields. Furthermore, the rate accelerating effect caused by the addition of Zn(II) salts is investigated.

References

Jun 19, 2001·Organic Letters·A ChieffiS L Buchwald
Aug 17, 2001·Journal of the American Chemical Society·W A Moradi, S L Buchwald
Feb 14, 2002·Journal of the American Chemical Society·Takayuki HamadaStephen L Buchwald

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Citations

Aug 2, 2011·Journal of the American Chemical Society·James A BirrellEric N Jacobsen
Sep 14, 2011·Journal of the American Chemical Society·Zhiyan HuangJianrong Steve Zhou
Apr 4, 2013·The Journal of Organic Chemistry·Mukulesh MondalNessan J Kerrigan
Aug 13, 2013·The Journal of Organic Chemistry·Takuo HamaJohn F Hartwig
Aug 15, 2003·Organic Letters·Janine CossyDomingo Gomez Pardo
May 20, 2009·Organic Letters·Alan M Hyde, Stephen L Buchwald
Mar 22, 2006·Chemical Communications : Chem Comm·Guoshu ChenAlbert S C Chan
Jan 16, 2004·Proceedings of the National Academy of Sciences of the United States of America·Christopher J Douglas, Larry E Overman
Dec 2, 2006·Chemical & Pharmaceutical Bulletin·Takafumi AraoToyohiko Aoyama
Mar 29, 2014·Chemical Communications : Chem Comm·Mickaël HenrionVincent Ritleng
Jun 6, 2014·ACS Medicinal Chemistry Letters·Stephen HanessianGuillaume De Nanteuil
Jun 9, 2005·Current Opinion in Chemical Biology·Michael Seitz, Oliver Reiser
Apr 15, 2016·Journal of the American Chemical Society·Ren-Rong LiuYi-Xia Jia
Nov 28, 2014·Chemical Communications : Chem Comm·Eva KochKenichiro Itami
Jun 24, 2017·Chemical Reviews·Bin MaoBen L Feringa
Jul 23, 2016·Organic & Biomolecular Chemistry·Jing Li, Zhong-Xia Wang
Mar 25, 2011·Chemistry : a European Journal·Viviana ValerioNuno Maulide
Nov 23, 2013·Chemistry : a European Journal·Dennis U NielsenTroels Skrydstrup
Jan 23, 2015·Chemistry : a European Journal·José A Fernández-SalasSteven P Nolan
Sep 6, 2006·Angewandte Chemie·Thomas B PoulsenKarl Anker Jørgensen
May 26, 2007·Angewandte Chemie·José AlemánKarl Anker Jørgensen
Aug 28, 2007·Angewandte Chemie·Rubén Martín, Stephen L Buchwald
Apr 3, 2008·Angewandte Chemie·Florian Monnier, Marc Taillefer
Sep 17, 2008·Angewandte Chemie·Jorge García-Fortanet, Stephen L Buchwald
Nov 23, 2013·Organic & Biomolecular Chemistry·Ivan Franzoni, Clément Mazet
Sep 8, 2016·Angewandte Chemie·Jean-Nicolas DesrosiersChris H Senanayake
May 23, 2014·Angewandte Chemie·Ryosuke TakiseKenichiro Itami

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