Domino-Hydroformylation/Aldol Condensation Catalysis: Highly Selective Synthesis of α,β-Unsaturated Aldehydes from Olefins

Xianjie Fang, Ralf Jackstell, Robert Franke, Matthias Beller

Research output: Contribution to journalArticlepeer-review

22 Scopus citations

Abstract

A general and highly chemo-, regio-, and stereoselective synthesis of α,β-unsaturated aldehydes by a domino hydroformylation/aldol condensation reaction has been developed. A variety of olefins and aromatic aldehydes were efficiently converted into various substituted α,β-unsaturated aldehydes in good to excellent yields in the presence of a rhodium phosphine/acid-base catalyst system. In view of the easy availability of the substrates, the high atom-efficiency, the excellent selectivity, and the mild conditions, this method is expected to complement current methodologies for the preparation of α,β-unsaturated aldehydes.

Original languageEnglish
Pages (from-to)13210-13216
Number of pages7
JournalChemistry - A European Journal
Volume20
Issue number41
DOIs
StatePublished - 1 Oct 2014
Externally publishedYes

Keywords

  • catalysis
  • domino reactions
  • hydroformylation
  • olefins
  • unsaturated aldehydes

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