State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zuchongzhi Road, Shanghai 201203, China.
University of Chinese Academy of Sciences , No. 19A Yuquan Road, Beijing 100049, China.
Org Lett. 2016 Jun 3;18(11):2726-9. doi: 10.1021/acs.orglett.6b01183. Epub 2016 May 17.
A rhodium-catalyzed stepwise asymmetric 1,4- and 1,2-addition of arylboronic acids to α,β-unsaturated cyclic N-sulfonyl ketimines has been developed, providing a wide range of gem-diaryl-substituted chiral benzosulfamidates with high optical purities. C1-Symmetric chiral diene and branched chiral sulfur-olefin ligands were sequentially utilized in this double-arylation process for high stereocontrol. Further synthetic utility offers new opportunities for the facile construction of otherwise difficult to access polycyclic heterocycles.
发展了铑催化的芳基硼酸对α,β-不饱和环状 N-磺酰基亚胺的分步不对称 1,4-和 1,2-加成反应，为手性苯并磺酰胺提供了广泛的具有高光学纯度的双芳基取代的手性化合物。在这个双芳基化过程中，连续使用了 C1 对称手性二烯和支化手性硫-烯烃配体，以实现高立体选择性。进一步的合成实用性为构建其他难以获得的多环杂环提供了新的机会。
