title: Stereoselective titanium-mediated aldol reactions of a chiral isopropyl ketone.
abstract: A novel substrate-controlled aldol reaction of a chiral isopropyl ketone is reported. The outstanding regioselective enolization by TiCl4-i-Pr2NEt provides a chelated enolate that can participate in highly diastereoselective additions to a wide array of aldehydes favouring the corresponding 2,5-syn adducts.
authors.affiliation: Departament de Química Orgànica, Universitat de Barcelona, Carrer Martí i Franqués 1-11, 08028 Barcelona, Catalonia, Spain.
authors.forename: Joana
authors.initials: J
authors.lastname: Zambrana
authors.forename: Pedro
authors.initials: P
authors.lastname: Romea
authors.forename: Fèlix
authors.initials: F
authors.lastname: Urpí
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D010422:Pentanones / Q000737:chemistry*; D013237:Stereoisomerism; D014025:Titanium / Q000737:chemistry*
chemical_list: D000438:Alcohols; D010422:Pentanones; D014025:Titanium; C035850:isopropyl methyl ketone