title: Michael reactions of titanium enolates of glycolic acid derivatives with the Weinreb and morpholine amides of acrylic acid.
abstract: The conjugate additions of titanium enolates of glycolate-derived chiral oxazolidin-2-ones to various Michael acceptors have been evaluated as an entry to enantiopure 1,2,5-trioxygenated and related synthons. alpha,beta-unsaturated Weinreb and morpholine amides do react under suitable conditions and their adducts can be converted to diverse C1-C5 chiral fragments.
authors.affiliation: Departament de Química Orgànica, Facultat de Química, Universitat de Barcelona, 08028 Barcelona, Catalonia, Spain.
authors.forename: Anna
authors.initials: A
authors.lastname: Olivella
authors.forename: Carles
authors.initials: C
authors.lastname: Rodríguez-Escrich
authors.forename: Fèlix
authors.initials: F
authors.lastname: Urpí
authors.forename: Jaume
authors.initials: J
authors.lastname: Vilarrasa
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D006016:Glycolates / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D009025:Morpholines / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D014025:Titanium / Q000737:chemistry*
chemical_list: D000179:Acrylates; D000577:Amides; D006016:Glycolates; D009025:Morpholines; C031149:glycolic acid; D014025:Titanium; C036658:acrylic acid