Zn-proline catalyzed direct aldol reaction in aqueous media.
Zn complexes of proline, lysine and arginine are efficient catalysts for the aldol addition of p-nitrobenzaldehyde and acetone in aqueous medium, giving quantitative yields and enantiomeric excesses up to 56% with 5 mol% of the catalysts at room temperature.
Darbre
Tamis
T
Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, CH-3012, Switzerland. darbre@ioc.unibe.ch
Machuqueiro
Miguel
M
D000096:Acetone / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D001547:Benzaldehydes / Q000737:chemistry; D002384:Catalysis; D015394:Molecular Structure; D011392:Proline / Q000737:chemistry*; D012996:Solutions / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
D000447:Aldehydes; D001547:Benzaldehydes; D012996:Solutions; D000096:Acetone; C029915:4-nitrobenzaldehyde; C116609:3-hydroxybutanal; D011392:Proline; D015032:Zinc