A Heterodinuclear asymmetric catalyst for conjugate additions of α-hydroxyketones to β-substituted nitroalkenes

Barry M. Trost, Soleiman Hisaindee

Research output: Contribution to journalArticlepeer-review

60 Citations (Scopus)

Abstract

(Chemical Equation Presented) The bis-ProPhenol ligand was designed to facilitate formation of hetereodinuclear complexes based upon the large difference in pKa of the one phenolic OH group to the tertiary OH groups. In exploring the first example of hydroxyacetophenones as donors in asymmetric Michael reactions with nitroalkene acceptors, the best stereocontrol was observed with a zinc/magnesium dinuclear complex where enantiomeric excesses ranged up to 92% for the major anti diastereomer.

Original languageEnglish
Pages (from-to)6003-6005
Number of pages3
JournalOrganic Letters
Volume8
Issue number26
DOIs
Publication statusPublished - Dec 21 2006
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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