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Synthesis of Azepane Derivatives via Formal 1,3-Migration of Hydroxy and Acyloxy Groups and Selective Annulation.

Zijuan FengHongjian JiaoZihang YeJie YeZe-Feng XuShengguo DuanChuan-Ying Li
Published in: Organic letters (2022)
Formal 1,3-migration of hydroxy and acyloxy groups initiated by α-imino rhodium carbene was achieved, and the following selective annulations of the corresponding zwitterions could efficiently afford azepane derivatives. Benefiting from a time-saving procedure as well as a good functional group tolerance, this unique migration-annulation protocol could provide an efficient tool for synthesizing seven-membered N -heterocycles. The plausible mechanism is discussed.
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