Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 73, Issue 15, Pages 6006-6009Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo800910s
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A new class of organocatalysts has been designed by rational combination of proline with cinchona alkaloids. The chiral amine 3a, prepared from L-proline and cinchonidine, has been found to be an efficient catalyst for the direct aldol reactions of acetone or 2-butanone with a wide range of aldehydes (up to 98% ee). The cinchonidine backbone is essential to the reaction efficiency and enantioselectivity.
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