title: Organocatalytic asymmetric fluorination/semipinacol rearrangement: an efficient approach to chiral β-fluoroketones.
abstract: An asymmetric fluorination/semipinacol rearrangement of 2-oxa allylic alcohols, as catalyzed by cinchona-alkaloid derivatives, gives chiral β-fluoro ketones with moderate to high levels of enantioselectivity (see scheme). Both enantiomers of the product could be obtained by using the appropriate catalyst.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry and Department of Chemistry, Lanzhou University, Lanzhou 730000, PR China.
authors.forename: Zhi-Min
authors.initials: ZM
authors.lastname: Chen
authors.forename: Bin-Miao
authors.initials: BM
authors.lastname: Yang
authors.forename: Zhi-Hua
authors.initials: ZH
authors.lastname: Chen
authors.forename: Qing-Wei
authors.initials: QW
authors.lastname: Zhang
authors.forename: Min
authors.initials: M
authors.lastname: Wang
authors.forename: Yong-Qiang
authors.initials: YQ
authors.lastname: Tu
mesh_terms: D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D053138:Cyclohexenes / Q000737:chemistry*; D054879:Halogenation; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D002930:Cinchona Alkaloids; D053138:Cyclohexenes; D007659:Ketones; C519041:semipinacol