Enantioselective oxidative biaryl coupling reactions catalyzed by 1,5-diazadecalin metal complexes.
[reaction: see text]. Chiral 1,5-diaza-cis-decalins have been examined as ligands in the enantioselective oxidative biaryl coupling of substituted 2-naphthol derivatives. Under the optimal conditions employing a 1,5-diaza-cis-decalin copper(I) iodide complex with oxygen as the oxidant, rapid and highly selective couplings could be achieved (90-93% ee, 85% yield).
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Department of Chemistry, Roy and Diana Vagelos Laboratories, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA.
Yang
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J
Kozlowski
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MC
D003300:Copper / Q000737:chemistry; D006574:Heterocyclic Compounds, 2-Ring / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry; D008024:Ligands; D008956:Models, Chemical; D008958:Models, Molecular; D009281:Naphthalenes / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D010880:Piperidines / Q000737:chemistry*; D014867:Water / Q000378:metabolism
C430116:1,5-diazadecalin; D006574:Heterocyclic Compounds, 2-Ring; D007454:Iodides; D008024:Ligands; D009281:Naphthalenes; D010880:Piperidines; D014867:Water; D003300:Copper; C073870:cuprous iodide; C007229:decalin; D010100:Oxygen