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Mercury(II) mediated cyclisation of R-1-(1′-hydroxyethyl)-2-(1″-propenyl)-3-alkoxy-4-methoxybenzenes to chiral isochromanes |
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| Authors: | Charles B de Koning Ivan R Green Nazeem M Jahed |
| Institution: | a Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits 2050, Johannesburg, South Africa b Department of Chemistry, Murdoch University, Murdoch, WA 6150, Australia c Department of Chemistry, University of the Western Cape, Private Bag X17, Bellville 7530, South Africa |
| Abstract: | A protocol has been established for the transformation of chiral ortho 1-hydroxyethyl propenyl benzenes under both anaerobic and oxidative mercury(II) mediated conditions to produce chiral isochromanes. Further transformations of the former products yielded chiral isochromanquinones, while the latter afforded the corresponding chiral 4-hydroxyisochromanquinones. |
| Keywords: | Isochromanes Mercury(II) acetate Quinones Oxidative cyclisation |
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