Enantioselective organocatalytic Michael addition of malonates to α,β-unsaturated aldehydes in water |
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Authors: | Anqi Ma |
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Institution: | State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China |
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Abstract: | The Michael addition of malonates to α,β-unsaturated aldehydes catalyzed by O-TMS protected diphenylprolinols and acetic acid in water occurs at 0 °C to rt. In most cases, the reaction runs to completion in less than 24 h. A wide range of aldehydes including β-aryl, β-alkyl and β-alkenyl acroleins are found to be compatible with these conditions, providing the corresponding adducts in good yields and with good to excellent enantioselectivities. |
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