Directed metalation/ligand coupling approach to the enantioselective synthesis of 1,1′-binaphthyls |
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Authors: | Robert W Baker Geoffrey R Pocock Melvyn V Sargent Edi Twiss |
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Institution: | Department of Chemistry, University of Western Australia, Nedlands, Western Australia, 6009 |
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Abstract: | Introduction of a 2-isopropoxycarbonyl or 2-NN-dimethylcarbamoyl group into homochiral 1-p-tolyl- or 1-t-butyl-sulfinylnaphthalenes, via directed metalation reaction, followed by ligand coupling reaction with 1-naphthylmagnesium bromide, furnished atropisomeric 1,1′-binaphthyls in 82–95% enantiomeric excess (e.e.). |
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