Department of Chemistry, University of California, Berkeley, California 94720, USA.
J Am Chem Soc. 2011 Aug 24;133(33):12972-5. doi: 10.1021/ja205068j. Epub 2011 Jul 28.
A highly enantioselective transformation catalyzed by chiral (acyclic diaminocarbene)gold(I) complexes is reported. The enantioselective synthesis of 2-substituted chromenyl pivalates from racemic phenol-substituted propargyl pivalates was developed. Rearrangement of the substrates in the presence of cationic gold gave allene intermediates, whose cyclization resulted in formation of enantioenriched product through a dynamic kinetic asymmetric transformation.
报道了手性(非环二胺基卡宾)金(I)配合物催化的高对映选择性转化。从外消旋取代苯酚取代炔丙基频哪醇酯发展了 2-取代色烯基频哪酸酯的对映选择性合成。在阳离子金的存在下,底物发生重排生成丙二烯中间体,其环化通过动态动力学不对称转化生成手性富集产物。