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Ir-Catalyzed Enantioselective Synthesis of gem-Diborylalkenes Enabled by 1,2-Boron Shift.
Ge, Jian-Fei; Zou, Xi-Zhang; Liu, Xin-Ru; Ji, Chong-Lei; Zhu, Xin-Yuan; Gao, De-Wei.
Afiliación
  • Ge JF; School of Physical Science and Technology, ShanghaiTech University, Shanghai, 201210, P. R. China.
  • Zou XZ; School of Physical Science and Technology, ShanghaiTech University, Shanghai, 201210, P. R. China.
  • Liu XR; School of Physical Science and Technology, ShanghaiTech University, Shanghai, 201210, P. R. China.
  • Ji CL; School of Physical Science and Technology, ShanghaiTech University, Shanghai, 201210, P. R. China.
  • Zhu XY; School of Physical Science and Technology, ShanghaiTech University, Shanghai, 201210, P. R. China.
  • Gao DW; School of Physical Science and Technology, ShanghaiTech University, Shanghai, 201210, P. R. China.
Angew Chem Int Ed Engl ; 62(32): e202307447, 2023 Aug 07.
Article en En | MEDLINE | ID: mdl-37316685
Asymmetric cross-couplings based on 1,2-carbon migration from B-ate complexes have been developed efficiently to access valuable organoboronates. However, enantioselective reactions triggered by 1,2-boron shift have remained to be unaddressed synthetic challenge. Here, Ir-catalyzed asymmetric allylic alkylation enabled by 1,2-boron shift was developed. In this reaction, we disclosed that excellent enantioselectivities were achieved through an interesting dynamic kinetic resolution (DKR) process of allylic carbonates at the elevated temperature. Notably, the highly valuable (bis-boryl)alkenes have enabled an array of diversifications to access versatile molecules. Extensive experimental and computational studies were conducted to elucidate the reaction mechanism of DKR process and clarify the origin of excellent enantioselectivities.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2023 Tipo del documento: Article Pais de publicación: Alemania
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2023 Tipo del documento: Article Pais de publicación: Alemania