Chinese Journal of Organic Chemistry >
Enantioselective Synthesis of Atropisomers Featuring Pentatomic Heteroaromatics
Received date: 2019-04-11
Revised date: 2019-05-06
Online published: 2019-05-10
Supported by
Project supported by the National Basic Research Program of China (No. 2015CB856600), the National Natural Science Foundation of China (Nos. 21772170, 21572201), the Fundamental Research Funds for the Central Universities (No. 2018XZZX001-02), the Natural Science Foundation of Zhejiang Province (No. LR17B020001) and the China Postdoctoral Science Foundation (No. 2019M650135).
Axially chiral biaryl skeletons are ubiquitous stuctural motifs that are widely represented in pharmaceuticals and natural products, and have been widely used as privileged chiral ligands/catalysts in asymmetric synthesis. Therefore, the asymmetric construction of these compounds has received tremendous attention. However, the established strategies are mainly limited to the construction of biaryls containing hexatomic aromatics, and the approaches towards atropisomers featuring pentatomic heteroaromatics connected through C-C or C-N bond have emerged gradually only until recently. The main hurdle is basically due to the increased distance of substituents ortho to the axis, which is responsible for lower barriers to rotation, thus rendering the asymmetric synthesis more challenging. This review summarizes recent advances on the enantioselective synthesis of atropisomers featuring pentatomic heteroaromatics.
Zhang Shuo , Liao Gang , Shi Bingfeng . Enantioselective Synthesis of Atropisomers Featuring Pentatomic Heteroaromatics[J]. Chinese Journal of Organic Chemistry, 2019 , 39(6) : 1522 -1528 . DOI: 10.6023/cjoc201904030
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