title: Aminophosphonates as organocatalysts in the direct asymmetric aldol reaction: towards syn selectivity in the presence of Lewis bases.
abstract: Chiral alpha-aminophosphonates have been synthesized and their performance was evaluated as organocatalysts in the direct asymmetric aldol reaction. High enantioselectivities (up to 99% ee) were achieved for a range of substituted cyclohexanones and benzaldehydes. Several organic bases, such as DBU, DBN, and TMG, were used together with the alpha-aminophosphonates in the aldol reactions and were found to favor syn-selectivity.
authors.affiliation: Organic Chemistry, Department of Chemistry, Göteborg University, SE-412 96 Göteborg, Sweden.
authors.forename: Peter
authors.initials: P
authors.lastname: Dinér
authors.forename: Mohamed
authors.initials: M
authors.lastname: Amedjkouh
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D001547:Benzaldehydes / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003512:Cyclohexanones / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D063065:Organophosphonates / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D013816:Thermodynamics
chemical_list: D000588:Amines; D001547:Benzaldehydes; D003512:Cyclohexanones; D063065:Organophosphonates