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Scheme 4 Proposed reaction mechanism.
Conclusions
In conclusion, we have developed a rhodium-catalysed three-
component reaction of diazo compounds, anilines and C,N-
cyclic azomethine imines, which proceeds through the trap-
ping of transient ammonium ylides with C,N-cyclic azo-
methine imines. This study provides an efficient access to valu-
able functionalized tetrahydroisoquinoline derivatives in mod-
erate to good yields (36–85%) with good to excellent diastereo-
selectivities (up to 95 : 5 dr) under very mild conditions.
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Conflicts of interest
There are no conflicts to declare.
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K. Maruoka, J. Am. Chem. Soc., 2010, 132, 4076–4077;
(b) T. Hashimoto, M. Omote and K. Maruoka, Angew.
Chem., Int. Ed., 2011, 50, 3489–3492.
Acknowledgements
Financial support from the National Natural Science
Foundation of China (No. 21901259 and 21801255) and the
Program for Guangdong Introducing Innovative and
Entrepreneurial Teams (No. 2016ZT06Y337) is acknowledged.
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