Journal
POLYCYCLIC AROMATIC COMPOUNDS
Volume 38, Issue 2, Pages 168-179Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/10406638.2016.1176058
Keywords
Aldol; calix[4]arene; enantioselectivity; organocatalysis; proline
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Funding
- Scientific and Technological Research Council of Turkey (TUBITAK) [112T349]
- Research Foundation of Selcuk University (BAP)
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The chiral calix[4]arene derivative (6) bearing an L-prolinamido group has been designed and proved to be a water compatible efficient organocatalysts for a direct enantioselective aldol reaction. Compound 6 catalyzes the aldol reaction of cyclohexanone and a variety of aromatic aldehydes yielding anti-aldol products in high yield with enantioselectivities of up to 93% and diastereoselectivity of up to 95:5.
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