Asymmetric Synthesis of QUINAP via Dynamic Kinetic Resolution

作者:Bhat Vikram; Wang Su; Stoltz Brian M*; Virgil Scott C
来源:Journal of the American Chemical Society, 2013, 135(45): 16829-16832.
DOI:10.1021/ja409383f

摘要

A palladium-catalyzed, atroposelective C-P coupling process has been developed for the asymmetric synthesis of QUINAP and its derivatives in high enantiomeric excess. Bromide, triflate (OTf) and 4-methanesulfonylbenzenesulfonate (OSs) precursors were studied, leading in the case of the triflate to a novel dynamic kinetic resolution involving isomerization of an arylpalladium intermediate. The operationally simple methods described in this communication afford these important ligands in good to high yields and selectivity using low catalyst loading (<= 3 mol % Pd).

  • 出版日期2013-11-13

全文