Wagner Philippe, Rominger Frank, Oeser Thomas, Mastalerz Michael
Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
J Org Chem. 2020 Mar 6;85(5):3981-3989. doi: 10.1021/acs.joc.9b03410. Epub 2020 Feb 10.
A racemic -symmetric trihydroxytribenzotriquinacene was resolved on a large scale by fractional crystallization of the corresponding (1)-camphanic esters, achieving both enantiopure enantiomers (>99% ee) in 35% and 32% yields. The method relies on a distinct solvent-controlled discrimination process between the diastereomers. The enantiopure trihydroxytribenzotriquinacenes were converted into four other enantiopure building blocks, which are valuable precursors for supramolecular and materials chemistry to illustrate the utility of the synthesized compounds.
通过相应的（1）-樟脑酸酯的分步结晶，大规模拆分了一种外消旋对称的三羟基三苯并三喹吖啶，以35%和32%的产率获得了两种对映体纯的对映体（对映体过量>99%）。该方法依赖于非对映体之间独特的溶剂控制区分过程。对映体纯的三羟基三苯并三喹吖啶被转化为其他四种对映体纯的结构单元，它们是超分子化学和材料化学中有价值的前体，以说明合成化合物的实用性。
