Enantioselective synthesis of axially chiral multifunctionalized biaryls via asymmetric Suzuki-Miyaura coupling.
Enantioselective synthesis of axially chiral multifunctionalized biaryls via asymmetric Suzuki-Miyaura coupling.
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DOI：
10.1021/ol402666p
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发表时间：
2013-10
期刊：
影响因子：
5.2
通讯作者：
You‐Yun Zhou;Shou‐Guo Wang;Wenhao Wu;Qing Li;Yuwei He;Zhuang Yue;Lanning Li;Jiyan Pang;Zhongyuan Zhou;L. Qiu
中科院分区：
文献类型：
--
作者：
You‐Yun Zhou;Shou‐Guo Wang;Wenhao Wu;Qing Li;Yuwei He;Zhuang Yue;Lanning Li;Jiyan Pang;Zhongyuan Zhou;L. Qiu
取代的2-甲酰基芳基硼酸被成功地用作不对称Suzuki-Miyaura偶联的底物。以Pd-Cy-MOP为催化剂，通过与二烷氧基氧膦基取代的溴代萘和2-硝基萘-1-基三氟甲磺酸酯的偶联反应，合成了一系列新型多官能化的轴向手性联芳化合物，产率为53-97%，ee值高达97%。该方法为合成新型多官能化轴向手性联芳化合物提供了一种高效实用的策略。
Substituted 2-formylarylboronic acids were successfully employed as substrates for asymmetric Suzuki-Miyaura coupling. By virtue of the coupling with dialkoxyphosphinyl substituted naphthyl bromides and 2-nitronaphthalen-1-yl triflouromethanesulfonate, a series of novel multifunctionalized axially chiral biaryls were prepared in 53-97% yields with up to 97% ee using palladium-Cy-MOP as the catalyst. The methodology provides a highly efficient and practical strategy for the synthesis of novel multifunctionalized axially chiral biaryls.