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Published on: July 28, 2022
Construction of Chiral 1,2-Azaborines via Rhodium-Catalyzed Enantioselective Carbene N-H Bond Insertion
Jin-Ping Zhang1, Wei-Ji Liu1, Yuefei Hu1
1Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University, Wuhu 241002, China.
Abstract:
The development of general and efficient strategies for the synthesis of chiral 1,2-azaborines remains scarce and challenging. Here, we report a Rh-catalyzed enantioselective carbene N-H bond insertion to construct a series of chiral 1,2-azaborines in up to 96% yield with 96% ee. This protocol provides a practical approach to access chiral 1,2-azaborines through N-substituent functionalization. More importantly, the formed chiral compounds stereospecifically transform to novel B(sp3) chiral 1,2-azaborines with B, N, and C contiguous stereocenters readily.
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