4.6 Article

Palladium-catalyzed intramolecular carboborylation of 1,3-diene and synthesis of ABCD ring of communesins

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 7, Pages 1731-1735

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob02224k

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Funding

  1. JSPS KAKENHI [JP17H05051, JP16H06384]
  2. Platform Project for Supporting Drug Discovery and Life Science Research from the Japan Agency for Medical Research and Development (AMED)

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A palladium-catalyzed intramolecular carboborylation of 1,3-diene has been developed for the synthesis of iminoindolines with a quaternary carbon centre. This method was applied to a substrate bearing several functional groups to afford a complex iminoindoline, which was subsequently converted into an ABCD ring model compound of communesins via an intramolecular Friedel-Crafts-type reaction.

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