Catalytic Meerwein-Pondorf-Verley reduction by simple aluminum complexes

E. Joseph Campbell, Hongying Zhou, Son Binh T. Nguyen*

*Corresponding author for this work

Research output: Contribution to journalArticle

98 Scopus citations

Abstract

(matrix presented) Catalytic MPV reduction was successfully carried out using simple aluminum precatalysts. Alkylaluminum reagents were converted to a low-aggregation aluminum alkoxide that was highly active for the MPV reduction of several carbonyl substrates in high yield (50-99%) using iPrOH as the reducing agent. A high degree of cisftrans selectivity was achieved in the reduction of 2-methylcyclohexanone (cis/trans = 20/80) by iPrOH. When chiral hydride sources were utilized in the reduction of 2-chloroacetophenone, high enantioselectivity (68-80% ee) was observed.

Original languageEnglish (US)
Pages (from-to)2391-2393
Number of pages3
JournalOrganic Letters
Volume3
Issue number15
DOIs
StatePublished - Jul 26 2001

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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