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Asymmetric induction in the cyclisation of o-allylphenol with chiral mercury(II) carboxylates. The effect of dimethyl sulphoxide
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1973
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Chemical EngineeringEngineeringDimethyl SulphoxideOrganic ChemistryCatalysisChiral MercuryChemistryChiral Carboxylic AcidsAsymmetric InductionStereoselective SynthesisAsymmetric CatalysisReductive DemercurationEnantioselective SynthesisBiomolecular Engineering
The reactions of o-allylphenol with mercury(II) salts of a range of chiral carboxylic acids, followed by reductive demercuration, give optically active 2,3-di-hydro-2-methylbenzofuran; optical yields are influenced by the addition of dimethyl sulphoxide (DMSO), the maximum effect occurring with 4 mol of DMSO per mol of carboxylate.