Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 14-15, Pages 2579-2587Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000355
Keywords
aldol reaction; asymmetric organocatalysis; large-scale reaction; recoverable catalyst
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Funding
- Natural Science Foundation [2009A5051]
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A new, simple bifunctional, recoverable and reusable L-prolinamide organocatalyst that promotes aldol reactions while achieving a respectable level of enantioselectivity is reported. This organocatalyst is applicable to the reactions of a wide range of aromatic and heteroaromatic aldehydes with cyclic and acyclic ketones, and the anti-aldol products could be obtained with up to 99:1 anti/syn ratio and 98% ee. The catalyst can be easily recovered and reused, and only a slight decrease of enantioselectivity was observed for five cycles. This novel catalyst can be efficiently used in large-scale reactions with the enantioselectivity being maintained at the same level, which offers a great possibility for application in industry.
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