Highly Enantioselective Catalytic Kinetic Resolution of α-Branched Aldehydes through Formal Cycloaddition with Homophthalic Anhydrides |
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| Authors: | Umar Farid Maria Luisa Aiello Prof Stephen J Connon |
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| Institution: | Trinity Biomedical Sciences Institute, School of Chemistry, The University of Dublin, Trinity College, Dublin, 2 Ireland |
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| Abstract: | A new catalytic methodology was developed to promote an efficient one-pot kinetic resolution of racemic aldehydes with selectivity (s*) of up to 91 (99:1 d.r., >99 % ee) in a cycloaddition reaction with enolizable anhydrides to afford dihydroisocoumarin products (a core prevalent in natural products and molecules of medicinal interest) containing three contiguous stereocentres. |
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| Keywords: | cycloaddition reaction dynamic kinetic resolution enolizable anhydrides lactones organocatalysis |
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