Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University, Binhai New City, Fuzhou, 350207, China.
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Republic of Singapore.
Angew Chem Int Ed Engl. 2022 Apr 11;61(16):e202200371. doi: 10.1002/anie.202200371. Epub 2022 Feb 24.
We present herein a highly efficient atroposelective synthesis of axially chiral 1,1'-bipyrroles bearing an N-N linkage from simple hydrazine and 1,4-diones. Further product derivatizations led to axially chiral bifunctional compounds with high potential in asymmetric catalysis. For this chrial phosphoric acid (CPA)-catalyzed double Paal-Knorr reaction, an intriguing Fe(OTf) -induced enantiodivergence was also observed.
我们在此展示了一种高效的轴手性 1,1'-联吡啶的对映选择性合成方法,该方法使用简单的肼和 1,4-二酮作为原料。进一步的产物衍生化得到了具有高潜力的轴手性双官能化合物,在不对称催化中有很好的应用。在这种手性磷酸(CPA)催化的双 Paal-Knorr 反应中,还观察到了一种有趣的 Fe(OTf)诱导的对映体发散现象。