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Efficient asymmetric catalysis of chiral organoaluminum complex for enantioselective ene reactions of aldehydes

Research output: Contribution to journalArticlepeer-review

Abstract

Chiral organoaluminum complex 1 efficiently catalyzed the asymmetric hetero-ene reaction of commercially available 2-methoxypropene (2) with aldehydes under mild conditions to give the corresponding β-hydroxymethyl ketones 3 in good to excellent chemical yields with high enantiomeric excesses. The asymmetric catalysis of 1 was further applied to the carbonyl addition of methallylsilanes, where exclusive formation of the optically active allylic silanes 5 was achieved.

Original languageEnglish
Pages (from-to)4481-4484
Number of pages4
JournalTetrahedron Letters
Volume45
Issue number23
DOIs
Publication statusPublished - 2004 May 31
Externally publishedYes

Keywords

  • 2-Methoxypropene
  • Aldehydes
  • Chiral organoaluminum complex
  • Ene reactions
  • Methallylsilanes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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