Effective, Selective Hydroalkoxylation/Cyclization of Alkynyl and Allenyl Alcohols Mediated by Lanthanide Catalysts
Journal of the American Chemical Society2007Vol. 129(23), pp. 7244–7245
Citations Over TimeTop 10% of 2007 papers
Abstract
Catalytic hydroalkoxylation/cyclization reactions of alkynyl and allenyl alcohols are efficiently mediated by homoleptic lanthanide amides Ln[N(SiMe3)2]3 (Ln = La, Nd, Sm, Y, and Lu). Conversions are found to be highly selective with products distinctly different from those produced by conventional transition metal catalysts. Turnover frequencies as high as 18.0 h-1 at 60 °C are observed. Kinetic studies indicate that these transformations are zero-order in [substrate] and first-order in [catalyst]. Catalytic cycles are proposed in which insertion of C−C unsaturation into a Ln−O bond is turnover-limiting.
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