title: Scope and mechanism of the highly stereoselective metal-mediated domino aldol reactions of enolates with aldehydes.
abstract: A one-pot transformation, which involves the reaction of ketones with aldehydes in the presence of metal halides to furnish tetrahydro-2H-pyran-2,4-diols in a highly diastereoselective manner, is investigated thoroughly by experiments and computations. The reaction was also successfully implemented on a flow micro reactor system.
authors.affiliation: Department Chemie-Biologie, OC1, Universität Siegen, Adolf-Reichwein-Str., D-57068 Siegen, Germany.
authors.forename: M Emin
authors.initials: ME
authors.lastname: Cinar
authors.affiliation: Department Chemie-Biologie, OC1, Universität Siegen, Adolf-Reichwein-Str., D-57068 Siegen, Germany.
authors.forename: Bernward
authors.initials: B
authors.lastname: Engelen
authors.affiliation: Department Chemie-Biologie, OC1, Universität Siegen, Adolf-Reichwein-Str., D-57068 Siegen, Germany.
authors.forename: Martin
authors.initials: M
authors.lastname: Panthöfer
authors.affiliation: Department Chemie-Biologie, OC1, Universität Siegen, Adolf-Reichwein-Str., D-57068 Siegen, Germany.
authors.forename: Hans-Jörg
authors.initials: HJ
authors.lastname: Deiseroth
authors.affiliation: Department Chemie-Biologie, OC1, Universität Siegen, Adolf-Reichwein-Str., D-57068 Siegen, Germany.
authors.forename: Jens
authors.initials: J
authors.lastname: Schlirf
authors.affiliation: Department Chemie-Biologie, OC1, Universität Siegen, Adolf-Reichwein-Str., D-57068 Siegen, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Schmittel
keywords: DFT; diastereoselective reaction; domino aldol; metal enolate; tetrahydropyran