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Catalytic Enantioselective Retro‐Aldol Reactions: Kinetic Resolution of β‐Hydroxyketones with Aldolase Antibodies

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Citation

Zhong, G., Shabat, D., List, B., Anderson, J., Sinha, S. C., Lerner, R. A., et al. (1998). Catalytic Enantioselective Retro‐Aldol Reactions: Kinetic Resolution of β‐Hydroxyketones with Aldolase Antibodies. Angewandte Chemie International Edition, 37(18), 2481-2484. doi:10.1002/(SICI)1521-3773(19981002)37:18<2481:AID-ANIE2481>3.0.CO;2-T.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0014-A4FB-6
Abstract
High enantiomeric enrichment after 50% conversion: Racemates of aldols can be resolved by the title reaction [Eq.(1)] by use of the aldolase antibody 38C2 or 33F12; the ee values of the unconverted aldols are greater than 95% in most cases. Since the antibodies also catalyze the aldol reaction–that is, the reverse reaction–it is possible to prepare both enantiomers using the same antibody catalysts.