Silver-catalysed asymmetric [3+2] cycloaddition for the construction of 5-5-membered 1,3'-indolyl pyrrole
Zhengguo Deng1, Yan Xie1, Chao Xiong1
1Key Laboratory for Green Pharmaceutical Technologies and Related Equipment of Ministry of Education, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, P.R. China. lingfei@zjut.edu.cn.
Abstract:
An atropoenantioselective Ag-catalysed [3+2] cycloaddition of N-alkynyl ketones with isocyanides has been developed to access 5-5-membered 1,3'-indolyl pyrroles bearing C-N axial chirality in high yields and excellent enantioselectivities. The resulting products exhibit excellent thermal stability and, upon derivatisation to monophosphine compounds, serve as effective chiral ligands in Pd-catalysed asymmetric reactions.
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