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Publication 169  


  1. P. Müller, F. Lacrampe, G. Bernardinelli,
    “Rhodium(II)-catalyzed enantioselective intramolecular CH insertion with alkyl diazo(trialkylsilyl) acetates”
    Tetrahedron: Asymmetry 2003, 14, 1503-1510.

The decomposition of cyclohexyl diazo(triethylsilyl)acetate 2a and the t-butyl derivatives 3a,b with [Rh2{(S)-nttl}4] and similar chiral Rh(II)-catalysts proceeds in toluene at room temperature to produce silylated lactones in up to 90% yield. The reaction is highly stereoselective. Enantioselectivities of up to 79% have been observed.

DOI : 10.1016/S0957-4166(03)00208-8