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cyclic azomethine imines using a copper catalyst combined
with chiral NHC ligand. This process provides a direct method
for the enantioselective construction of isoquinoline-fused
triazepine derivatives with excellent stereoselectivities (up to
85% yield, 95% ee, >20:1 dr). Additional studies and
applications of this type of copper−allenylidene intermediate
to other asymmetric cycloaddition reactions are ongoing.
ASSOCIATED CONTENT
* Supporting Information
■
S
The Supporting Information is available free of charge on the
Experimental procedures and spectral data (PDF)
Accession Codes
CCDC 1836545 contains the supplementary crystallographic
data for this paper. These data can be obtained free of charge
bridge Crystallographic Data Centre, 12 Union Road,
Cambridge CB2 1EZ, UK; fax: +44 1223 336033.
AUTHOR INFORMATION
Corresponding Authors
■
ORCID
Author Contributions
§Y.W. and L.Z. contributed equally to this work
Notes
The authors declare no competing financial interest.
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7670. (c) Imaizumi, T.; Yamashita, Y.; Kobayashi, S. Group 11 Metal
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20049−20052. (d) Guo, H.; Liu, H.; Zhu, F. L.; Na, R.; Jiang, H.; Wu,
Y.; Zhang, L.; Li, Z.; Yu, H.; Wang, B.; Xiao, Y.; Hu, X. P.; Wang, M.
Enantioselective Copper-Catalyzed [3 + 3] Cycloaddition of
Azomethine Ylides with Azomethine Imines. Angew. Chem., Int. Ed.
2013, 52, 12641−12645. (e) Hashimoto, T.; Maeda, Y.; Omote, M.;
Nakatsu, H.; Maruoka, K. Catalytic Enantioselective 1,3-Dipolar
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ACKNOWLEDGMENTS
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We greatly appreciate the financial support from the National
Natural Science Foundation of China (No. 91413107) and the
Program for Guangdong Introducing Innovative and Enter-
preneurial Teams (No. 2016ZT06Y337). X.J. thanks the
Thousand Young Talents Program for financial support.
DEDICATION
■
This paper is dedicated to the memory of Professor Carlos F.
Barbas III.
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