Abstract
(Chemical Equation Presented) No over-reacting: A diarylprolinol was found to be an effective organocatalyst of the direct, enantioselective aldol reaction of acetaldehyde, affording β-hydroxy α-unsubstituted aldehydes in good yield with excellent enantioselectivity (see scheme). In the proposed transition state the aldehyde reacts on the more hindered face of the intermediate enamine as a consequence of the hydrogen bond between the aldehyde and the OH group of the organocatalyst.
Original language | English |
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Pages (from-to) | 2082-2084 |
Number of pages | 3 |
Journal | Angewandte Chemie - International Edition |
Volume | 47 |
Issue number | 11 |
DOIs | |
Publication status | Published - 2008 Feb 28 |
Keywords
- Acetaldehyde
- Aldol reaction
- Asymmetric catalysis
- Organocatalysis
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)