Stereoselective Methodology for 1-Aryl-1-alkyl Epoxides via Chromium Tricarbonyl Complexes
Davies SG., Loveridge T., Clough JM.
Treatment of (1RS, SSR)-(1-phenylsulfinyl-2-valeryl benzene) chromium tricarbonyl 2 with a sulfur ylide results in a highly diastereoselective epoxide formation (d.s.>96:4). Regioselective opening of the epoxide, employing an in situ trapping protocol, allows the synthesis of a highly functionalised, diastereomerically pure benzylic alcohol.