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Publication 169
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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.