Palladium-Catalyzed Dynamic Kinetic Asymmetric Transformation of Racemic Biaryls: Axial-to-Central Chirality Transfer.
Palladium-Catalyzed Dynamic Kinetic Asymmetric Transformation of Racemic Biaryls: Axial-to-Central Chirality Transfer.
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DOI：
10.1021/jacs.5b01285
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发表时间：
2015-04
影响因子：
15
通讯作者：
Liuqing Yang;Huayu Zheng;Lei Luo;Jiang Nan;Jingjing Liu;Yaoyu Wang;X. Luan
中科院分区：
文献类型：
--
作者：
Liuqing Yang;Huayu Zheng;Lei Luo;Jiang Nan;Jingjing Liu;Yaoyu Wang;X. Luan
首次实现了外消旋联芳类化合物基于轴向-中心手性转移的动力学不对称转化。手性Pd-NHC配合物催化4-（2-溴芳基）-萘-1-醇（或2 '-溴-[1，1'-联苯]-4-醇）与内炔的动态动力学不对称螺环化反应，得到了一系列对映体富集的含全碳四元立构中心的螺环产物，产率高达95%，对映体选择性高达97%ee.
The first dynamic kinetic asymmetric transformation of racemic biaryl substrates on the basis of axial-to-central chirality transfer has been realized. Chiral Pd-NHC complexes were found to catalyze the dynamic kinetic asymmetric spiroannulation of 4-(2-bromoaryl)-naphthalen-1-ols (or 2'-bromo-[1,1'-biphenyl]-4-ols) with internal alkynes, affording a series of enantioenriched spirocyclic products bearing an all-carbon quaternary stereocenter in good yields (up to 95%) with excellent enantioselectivities (up to 97% ee).