The effects of amine and acid catalysts on efficient chelation-assisted hydroacylation of alkene with aliphatic aldehyde

Eun Ae Jo, Chul Ho Jun

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

Efficient intermolecular hydroacylation of 1-alkene with aliphatic aldehyde was achieved using a catalyst mixture of cyclohexylamine, p-trifluoromethylbenzoic acid, Wilkinson's complex and 2-amino-3-picoline. The formation of unwanted aldol side-product was avoided through the conjugate addition of cyclohexylamine to the aldol intermediate that was initially generated, followed by the retro-Mannich-type fragmentation of the resulting β-aminoaldimine.

Original languageEnglish
Pages (from-to)3338-3340
Number of pages3
JournalTetrahedron Letters
Volume50
Issue number26
DOIs
Publication statusPublished - 2009 Jul 1

Bibliographical note

Funding Information:
This work was supported by the Korea Research Foundation Grant funded by the Korean Government (KRF-2008-313-C00483) and WCU (World Class University) programme through the Korea Science and Engineering Foundation funded by the Ministry of Education, Science and Technology (R32-2008-000-102170) and CBMH. E.-A.J. acknowledges the fellowships of the BK21 programme of the Ministry of Education and Human Resources Development.

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'The effects of amine and acid catalysts on efficient chelation-assisted hydroacylation of alkene with aliphatic aldehyde'. Together they form a unique fingerprint.

Cite this