title: Asymmetric conjugate addition of Grignard reagents to pyranones.
abstract: An efficient enantioselective synthesis of lactones was developed based on the catalytic asymmetric conjugate addition (ACA) of alkyl Grignard reagents to pyranones. The use of 2H-pyran-2-one for the first time in the ACA with Grignard reagents allows for a variety of further transformations to access highly versatile building blocks such as β-alkyl substituted aldehydes or β-bromo-γ-alkyl substituted alcohols with excellent regio- and stereoselectivity.
authors.affiliation: Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
authors.forename: Bin
authors.initials: B
authors.lastname: Mao
authors.forename: Martín
authors.initials: M
authors.lastname: Fañanás-Mastral
authors.forename: Ben L
authors.initials: BL
authors.lastname: Feringa
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry; D007202:Indicators and Reagents; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011753:Pyrones / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D007202:Indicators and Reagents; D007783:Lactones; D011753:Pyrones; D003300:Copper