Liang Ren-Xiao, Ding Chao, Cai Hu-Jie, Wang Jia-Yi, Li Qi-Chuang, Yu Gao-Yang, Jia Yi-Xia
College of Chemical Engineering, State Key Laboratory Breeding Base of Green-Chemical Synthesis Technology, Zhejiang University of Technology, Chaowang Road 18#, Hangzhou 310014, China.
School of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384, China.
Org Lett. 2024 May 24;26(20):4400-4405. doi: 10.1021/acs.orglett.4c01507. Epub 2024 May 12.
An enantioselective Pd-catalyzed intramolecular desymmetrizing cycloisomerization of -(cyclopent-3-en-1-yl)propiolamides has been developed by employing a new chiral phosphoramidite ligand. A series of structurally unique bridged azabicycles are achieved in moderate to excellent yields with good / selectivity and high enantioselectivity. Synthetic transformations are conducted to demonstrate the practical utility of this reaction.
通过使用一种新型手性亚磷酰胺配体，实现了钯催化的对映选择性分子内去对称化环异构化反应，用于制备 -(环戊-3-烯-1-基)丙炔酰胺。一系列结构独特的桥连氮杂双环化合物以中等至优异的产率、良好的非对映选择性和高对映选择性得以制备。进行了合成转化以证明该反应的实际应用价值。
