4.7 Article

Synthesis of multisubstituted cycloalkenes through carbomagnesiation of strained cycloalkynes

Journal

CHEMICAL COMMUNICATIONS
Volume 56, Issue 52, Pages 7147-7150

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc02788j

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Funding

  1. JSPS KAKENHI [JP19K05451, JP18H02104, JP18H04386]
  2. Naito Foundation
  3. Japan Agency for Medical Research and Development (AMED) [JP19am0101098]
  4. Cooperative Research Project of Research Center for Biomedical Engineering

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An efficient synthetic method of seven- and six-membered cycloalkenes through the generation of strained cycloalkynes and following carbomagnesiation is described. Further bond formations of the resulting cycloalkenylmagnesium intermediates with a wide variety of electrophiles enabled us to prepare diverse cycloalkene derivatives including benzoxepine analogs having a fully substituted alkene structure.

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