title: Asymmetric reductive aldol-type reaction with carbonyl compounds using dialkyl tartrate as a chiral ligand.
abstract: An asymmetric reductive aldol-type reaction of α,β-unsaturated esters with carbonyl compounds using Rh catalyst and Et2Zn was investigated. A chiral zinc complex from α,β-unsaturated ester was easily generated as the key intermediate from Et2Zn and Wilkinson's catalyst with diisopropyl L-(+)-tartrate to give a variety of enantioenriched β-hydroxy esters. The reaction was also applied to the intramolecular reductive aldol cyclization.
authors.affiliation: Faculty of Pharmaceutical Sciences, Setsunan University.
authors.forename: Motoyuki
authors.initials: M
authors.lastname: Isoda
authors.forename: Kazuyuki
authors.initials: K
authors.lastname: Sato
authors.forename: Yoriko
authors.initials: Y
authors.lastname: Tokura
authors.forename: Atsushi
authors.initials: A
authors.lastname: Tarui
authors.forename: Masaaki
authors.initials: M
authors.lastname: Omote
authors.forename: Akira
authors.initials: A
authors.lastname: Ando
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry; D003500:Cyclization; D004952:Esters; D007659:Ketones / Q000737:chemistry*; D008024:Ligands; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism; D013644:Tartrates / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry
chemical_list: D000447:Aldehydes; D056831:Coordination Complexes; D004952:Esters; D007659:Ketones; D008024:Ligands; D013644:Tartrates; C116609:3-hydroxybutanal; D012238:Rhodium; D015032:Zinc; C029768:tartaric acid