Traceless chelation-controlled rhodium-catalyzed intermolecular alkene and alkyne hydroacylation

Joel F. Hooper, Rowan D Young, Andrew S Weller, Michael C. Willis

Research output: Contribution to journalArticleResearchpeer-review

60 Citations (Scopus)

Abstract

A new functional-group tolerant, rhodium-catalyzed, sulfide-reduction process is combined with rhodium-catalyzed chelation-controlled hydroacylation reactions to give a traceless hydroacylation protocol. Aryl- and alkenyl aldehydes can be combined with both alkenes, alkynes and allenes to give traceless products in high yields. A preliminary mechanistic proposal is also presented. Traceless catalysis: The powerful combination of a chelation-controlled hydroacylation process and a new rhodium-catalyzed sulfide reduction gave the products of traceless hydroacylation. Aryl- and alkenyl aldehydes can be combined with alkenes, alkynes, and allenes to deliver traceless products in high yields (see scheme).

Original languageEnglish
Pages (from-to)3125-3130
Number of pages6
JournalChemistry - A European Journal
Volume19
Issue number9
DOIs
Publication statusPublished - 25 Feb 2013
Externally publishedYes

Keywords

  • acylation
  • rhodium
  • sulfide reduction
  • synthetic methods
  • tandem reactions

Cite this