title: The mimic of type II aldolases chemistry: asymmetric synthesis of beta-hydroxy ketones by direct aldol reaction.
abstract: An efficient direct aldol reaction has been developed for the synthesis of chiral beta-hydroxy ketone using a combination of C(1)-symmetric chiral prolinamides based on o-phenylenediamine and zinc triflate as catalyst. The reaction was convenient to carry out in aqueous media with up to 98% chemical yields and up to 94% ee values. The current strategy can be regarded as the analogue of aldolase type II, which suggests a new pathway for the designing of new organocatalysts.
authors.affiliation: School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China.
authors.forename: Zhijin
authors.initials: Z
authors.lastname: Lu
authors.forename: Haibo
authors.initials: H
authors.lastname: Mei
authors.forename: Jianlin
authors.initials: J
authors.lastname: Han
authors.forename: Yi
authors.initials: Y
authors.lastname: Pan
mesh_terms: D001547:Benzaldehydes / Q000737:chemistry; D002384:Catalysis; D003512:Cyclohexanones / Q000737:chemistry; D005634:Fructose-Bisphosphate Aldolase / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry; D010655:Phenylenediamines / Q000737:chemistry; D011392:Proline / Q000031:analogs & derivatives / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001547:Benzaldehydes; D003512:Cyclohexanones; D007659:Ketones; D008698:Mesylates; D010655:Phenylenediamines; C029915:4-nitrobenzaldehyde; C036468:cyclohexanone; C034193:1,2-diaminobenzene; D011392:Proline; D005634:Fructose-Bisphosphate Aldolase; C012077:trifluoromethanesulfonic acid; C056291:prolinamide