"Pd-catalyzed enantioselective [4+4] dipolar cycloaddition of aliphatic 1,4-dipoles with azadienes to access eight-membered N-heterocycles"

作者全名："Chen, Gen-Hui; Ye, Ying; Zhang, De-Xin; Li, Hong-Jiao; Zhang, Ning; Liang, Guo-Juan; Zhang, Dong; Zhou, Jing; Zhou, Hui"

作者地址："[Chen, Gen-Hui; Ye, Ying; Zhang, De-Xin; Li, Hong-Jiao; Zhang, Ning; Liang, Guo-Juan; Zhang, Dong; Zhou, Jing; Zhou, Hui] Chongqing Med Univ, Coll Pharm, Chongqing Res Ctr Pharmaceut Engn, Chongqing 400016, Peoples R China"

通信作者："Zhang, D; Zhou, J; Zhou, H (通讯作者)，Chongqing Med Univ, Coll Pharm, Chongqing Res Ctr Pharmaceut Engn, Chongqing 400016, Peoples R China."

来源：ORGANIC CHEMISTRY FRONTIERS

ESI学科分类：CHEMISTRY

WOS号：WOS:001049564700001

JCR分区：Q1

影响因子：4.6

年份：2023

卷号：　

期号：　

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结束页：　

文献类型：Article; Early Access

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摘要："The construction of eight-membered N-heterocycles with good diastereo- and enantioselective control remains a formidable challenge in asymmetric catalysis. Herein, we report a palladium-catalyzed asymmetric [4 + 4] dipolar cycloaddition of aliphatic 1,4-dipoles with azadienes, furnishing chiral benzofuran- and indene-fused eight-membered N-heterocycles in good yields (up to 86%) and excellent stereoselectivities (up to >20 : 1 dr, 95% ee). This reaction not only represents the first catalytic asymmetric [4 + 4] cyclization of aliphatic 1,4-dipoles but also provides a new and efficient way to construct a variety of novel chiral fused eight-membered N-heterocycles."

基金机构：National Natural Science Foundation of China [21672031]; Natural Science Foundation of Chongqing [cstc2019jcyj-msxmX0034]; Science and Technology Research Program of Chongqing Municipal Education Commission [KJQN201900437]

基金资助正文："The work is supported by the National Natural Science Foundation of China (21672031), the Natural Science Foundation of Chongqing (cstc2019jcyj-msxmX0034), and the Science and Technology Research Program of Chongqing Municipal Education Commission (KJQN201900437)."