title: Rhodium-catalyzed redox allylation reactions of ketones.
abstract: Ketones react with allyl acetate to generate tertiary homoallylic alcohols in the presence of a rhodium catalyst and bis(pinacolato)diboron. A range of substrates, including aryl, alkyl and cyclic ketones react smoothly under these conditions. Diastereoselective allylation reactions of functionalized ketones such as pregnenolone acetate are also reported.
authors: Natural Sciences I 4114, Department of Chemistry, University of California, Irvine, Irvine, California, USA.
authors: Florence J
authors: FJ
authors: Williams
authors: Robin E
authors: RE
authors: Grote
authors: Elizabeth R
authors: ER
authors: Jarvo
mesh_terms: D000085:Acetates / Q000737:chemistry; D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry; D002384:Catalysis; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D020005:Propanols / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000085:Acetates; D000498:Allyl Compounds; D007659:Ketones; D009942:Organometallic Compounds; D020005:Propanols; C006463:allyl alcohol; D012238:Rhodium; C498551:allyl acetate