Zincation of 4,4-dimethyloxazoline using TMPZnCl·LiCl. A new preparation of 2-aryloxazolines

Chemical Communications : Chem Comm
Diana HaasPaul Knochel

Abstract

The metalation of 4,4-dimethyloxazoline using TMPZnCl·LiCl provides a stable 2-zincated oxazolinyl reagent which readily undergoes palladium-catalyzed Negishi cross-couplings allowing a new access to 2-aryloxazolines. Cu-mediated acylation and allylation reactions also proceed in good yields.

References

May 1, 1993·Journal of Biochemistry·S YamamotoS Shinoda
May 7, 2004·Organic Letters·Sean H WiedemannJonathan A Ellman
Mar 25, 2005·Journal of Natural Products·Masashi TsudaJun'ichi Kobayashi
Mar 31, 2005·Journal of the American Chemical Society·Timothy E BarderStephen L Buchwald
Feb 20, 2007·Chemical Reviews·Rafael Chinchilla, Carmen Najera
Apr 13, 2007·Organic Letters·Lijun FanBruce Ganem
Apr 21, 2007·Angewandte Chemie·Robert E MulveyYoshinori Kondo
Jul 26, 2007·Journal of the American Chemical Society·Hendrich A ChiongOlafs Daugulis
Aug 1, 2007·Angewandte Chemie·Giuliano C ClososkiPaul Knochel
Jan 19, 2008·Angewandte Chemie·Christoph J RohbognerPaul Knochel
Jan 29, 2008·Chemical Society Reviews·Floris Chevallier, Florence Mongin
Aug 5, 2008·Angewandte Chemie·Pablo García-AlvarezSusan Weatherstone
Aug 28, 2009·Organic Letters·Gary A MolanderLudivine Jean-Gérard
May 7, 2010·European Journal of Medicinal Chemistry·V PadmavathiA Padmaja
Aug 28, 2010·Chemical Communications : Chem Comm·Estelle BellamyFrancis Marsais
Jun 10, 2011·Chemical Society Reviews·Rafael Chinchilla, Carmen Nájera
Jul 2, 2011·Angewandte Chemie·Stéphanie DuezPaul Knochel
Jul 22, 2014·Journal of the American Chemical Society·Yigang Zhao, Victor Snieckus
Dec 3, 2014·The Journal of Organic Chemistry·Marco BrandstätterNathan W Luedtke

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