title: β-Siloxy-α-haloketones through highly diastereoselective single and double mukaiyama aldol reactions.
abstract: Double-action haloketones: A super silyl group enabled the first highly diastereoselective Mukaiyama aldol reactions of α-chloro- and α-fluoroketones with a wide range of aldehydes, providing anti-β-siloxy-α-haloketones. This process is compatible with one-pot double-aldol methodology and allows for rapid access to new halogen-modified polyketide fragments bearing up to four contiguous stereocenters.
authors: Department of Chemistry, The University of Chicago, 5735 South Ellis Avenue, Chicago, IL 60635, USA.
authors: Jakub
authors: J
authors: Saadi
authors: Hisashi
authors: H
authors: Yamamoto
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D006846:Hydrocarbons, Halogenated / Q000138:chemical synthesis / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D017646:Organosilicon Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D061065:Polyketides / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D006846:Hydrocarbons, Halogenated; D007659:Ketones; D017646:Organosilicon Compounds; D061065:Polyketides; C116609:3-hydroxybutanal