Affiliation:
1. School of Chemical Science and Engineering Institute for Advanced Studies Tongji University 1239 Siping Rd Shanghai 200092 P. R. of China
2. Center for Heterocyclic Compounds Department of Chemistry University of Florida Gainesville FL 32611 USA
Abstract
AbstractUnprotected cis‐2,3‐diarylpiperidines are synthesized through an unprecedented palladium‐catalyzed cross‐coupling reaction between aryl halides and elusive endocyclic 1‐azaallyl anions. These intermediates are generated in situ by the deprotonation of 2‐aryl‐1‐piperideines, precursors that are readily prepared in two operations from simple piperidines. An asymmetric version of this reaction with (2R, 3R)‐iPr‐BI‐DIME as the ligand provides products in moderate to good yields and enantioselectivities. This study significantly expands the synthetic utility of endocyclic 1‐azaallyl anions.
Funder
National Natural Science Foundation of China
Fundamental Research Funds for the Central Universities
National Institute of General Medical Sciences
Subject
General Chemistry,Catalysis
Cited by
5 articles.
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