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Chem Commun (Camb). 2017 Apr 25;53(34):4688-4691. doi: 10.1039/c7cc02078c.

Rhodium-catalyzed intermolecular [3+3] cycloaddition of vinyl aziridines with C,N-cyclic azomethine imines: stereospecific synthesis of chiral fused tricyclic 1,2,4-hexahydrotriazines.

Author information

1
Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663 N. Zhongshan Road, Shanghai 200062, China. jjfeng@chem.ecnu.edu.cn jlzhang@chem.ecnu.edu.cn.

Abstract

An atom-economic route to ring-fused 1,2,4-hexahydrotriazines relying upon a new synthetic application of vinylaziridines in a rhodium-catalyzed intermolecular [3+3] cycloaddition of C,N-cyclic azomethine imines has been reported. Highly efficient chirality transfer in the present transformation was also observed, providing a new method for the synthesis of sp3-carbon-rich 1,2,4-hexahydrotriazines in an enantioselective manner.

PMID:
28401219
DOI:
10.1039/c7cc02078c

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