Jensen David R, Sigman Matthew S
Department of Chemistry, University of Utah, Salt Lake City, UT 84112, USA.
Org Lett. 2003 Jan 9;5(1):63-5. doi: 10.1021/ol027190y.
The oxidative kinetic resolution of secondary alcohols has been accomplished using 1:1 complexes of PdCl(2) and N-heterocyclic carbenes. In these reactions, both achiral and chiral carbene ligands are used in conjunction with the chiral base (-)-sparteine. A general synthesis of 1:1 PdCl(2)-carbene complexes has been developed and is amenable to a wide range of carbene ligands. The potential of these complexes in aerobic oxidations is highlighted by the use of a chiral Pd(II) complex and the chiral base (-)-sparteine to enhance the kinetic resolution of a racemic alcohol. [reaction--see text]
使用PdCl₂与N-杂环卡宾的1:1配合物实现了仲醇的氧化动力学拆分。在这些反应中,非手性和手性卡宾配体均与手性碱(-)-鹰爪豆碱一起使用。已开发出一种通用的1:1 PdCl₂-卡宾配合物合成方法,该方法适用于多种卡宾配体。通过使用手性Pd(II)配合物和手性碱(-)-鹰爪豆碱来提高外消旋醇的动力学拆分效率,突出了这些配合物在需氧氧化中的潜力。[反应——见正文]