Brittain William D G, Chapin Brette M, Zhai Wenlei, Lynch Vincent M, Buckley Benjamin R, Anslyn Eric V, Fossey John S
School of Chemistry, University of Birmingham, Edgbaston, Birmingham, West Midlands B15 2TT, UK.
Department of Chemistry, The University of Texas at Austin, Austin, Texas 78712, USA.
Org Biomol Chem. 2016 Nov 22;14(46):10778-10782. doi: 10.1039/c6ob01623e.
The Bull-James boronic acid assembly is used simultaneously as a chiral auxiliary for kinetic resolution and as a chiral shift reagent for in situ enantiomeric excess (ee) determination by H NMR spectroscopy. Chiral terminal alkyne-containing amines, and their corresponding chiral triazoles formed via CuAAC, were probed in situ. Selectivity factors of up to s = 4 were imparted and measured, accurate to within ±3% when compared to chiral GC.
布尔-詹姆斯硼酸组装体同时用作动力学拆分的手性助剂和通过核磁共振氢谱原位测定对映体过量（ee）的手性位移试剂。原位探测了含手性末端炔烃的胺及其通过铜催化的叠氮化物-炔烃环加成反应（CuAAC）形成的相应手性三唑。赋予并测量了高达s = 4的选择性因子，与手性气相色谱法相比，准确度在±3%以内。
