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Synthesis of Azepane Derivatives via Formal 1,3-Migration of Hydroxy and Acyloxy Groups and Selective Annulation.
Feng, Zijuan; Jiao, Hongjian; Ye, Zihang; Ye, Jie; Xu, Ze-Feng; Duan, Shengguo; Li, Chuan-Ying.
Afiliação
  • Feng Z; Department of Chemistry, Key Laboratory of Surface and Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, Zhejiang 310018, China.
  • Jiao H; Department of Chemistry, Key Laboratory of Surface and Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, Zhejiang 310018, China.
  • Ye Z; Department of Chemistry, Key Laboratory of Surface and Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, Zhejiang 310018, China.
  • Ye J; Department of Chemistry, Key Laboratory of Surface and Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, Zhejiang 310018, China.
  • Xu ZF; Department of Chemistry, Key Laboratory of Surface and Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, Zhejiang 310018, China.
  • Duan S; Department of Chemistry, Key Laboratory of Surface and Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, Zhejiang 310018, China.
  • Li CY; Department of Chemistry, Key Laboratory of Surface and Interface Science of Polymer Materials of Zhejiang Province, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, Zhejiang 310018, China.
Org Lett ; 2022 Jul 19.
Article em En | MEDLINE | ID: mdl-35852457
ABSTRACT
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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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2022 Tipo de documento: Article
Texto completo
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2022 Tipo de documento: Article