The oxidative cross-coupling of substituted 2-naphthols, part I: The scope and limitations
作者： Martin Hovorka , Radim Ščigel , Jana Gunterová , Miloš Tichý , Jiří Závada
DOI: 10.1016/S0040-4020(01)88318-6
关键词: Selectivity 、 Chloride 、 Organic chemistry 、 Anhydrous 、 Amine gas treating 、 Absolute configuration 、 Derivative (chemistry) 、 Chemistry 、 Methanol 、 Bicyclic molecule 、 Medicinal chemistry
摘要: Abstract Highly selective oxidative cross-coupling of differently substituted 2-naphthols mediated by Cu(II)-tert-butyl amine complexes is described. The “cross”-products are obtained in good to excellent yields and the selectivity up ⪢90% observed depending on substitution naphthol nuclei. alternative procedures - free naphthols with CuCl(OMe) as well coupling sodium naphtholates anhydrous copper(II) chloride were also studied. All these methods enable a simple high-yield access unsymmetrically binaphthols. A successful optical resolution methyl 2,2′-dihydroxy-1,1′-binaphthalene-3-carboxylate means liquid chromatography triacetyl-cellulose subsequent configurational correlation binaphthol derivative known absolute configuration reported.
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