Pyridinyl directed alkenylation with olefins via Rh(III)-catalyzed C-C bond cleavage of secondary arylmethanols

  • Hu Li
  • , Yang Li
  • , Xi Sha Zhang
  • , Kang Chen
  • , Xin Wang
  • , Zhang Jie Shi

Research output: Contribution to journalArticlepeer-review

267 Scopus citations

Abstract

Novel C-C bond cleavage of secondary alcohols through Rh(III)-catalyzed β-carbon elimination directed by a pyridinyl group is reported. A five-membered rhodacycle is proposed as a key intermediate, which undergoes further alkenylation with various olefins. This novel transformation shows high efficiency along with excellent selectivity in mild conditions. A wide range of functionalities are compatible. This study offers a new strategy to carry out C-C bond activation.

Original languageEnglish
Pages (from-to)15244-15247
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number39
DOIs
StatePublished - 5 Oct 2011
Externally publishedYes

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