Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 7, Issue 10, Pages 2208-2213Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b822127h
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- The Key Laboratory of Organic Synthesis of Jiangsu Province
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L-Proline catalyzes the aldol addition reaction of acetone to beta-substituted alpha-ketoesters with dynamic kinetic resolution, providing the desired adduct in good yield with excellent diastereoselectivity ( up to >99:1 dr) and enantioselectivity (up to 98% ee). The absolute configuration of the chiral adduct was assigned by single-crystal X-ray diffraction analysis. A tentative explanation of the stereochemical outcome is proposed.
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