Asymmetric Michael addition reaction using a chiral catalyst containingamino diol

N. Prabagaran, Susan Abraham, G. Sundararajan

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

A C2-symmetric amino diol, (R,R)-2-(benzyl-(2-hydroxy-2- phenylethyl)-amino)-1-phenylethanol 1 was predominantly utilized to synthesise Li-Al heterobimetallic chiral catalyst. This catalyst is effective for carrying various Michael addition reactions. (R,R)-2-(p-vinyl benzyl-(2-hydroxy-2- phenylethyl)-amino)-1-phenylethanol 2 (Scheme 4), carrying a polymerisable vinyl tether, was also synthesised and used for preparing polymer anchored Li-Al heterobimetallic chiral catalyst. These catalysts are quite effective for enhancing various Michael addition reactions. The optimized reaction conditions produced Michael adducts in good yield with high enantiomeric excesses.

Original languageEnglish (US)
Pages (from-to)212-226
Number of pages15
JournalArkivoc
Volume2002
Issue number7
StatePublished - 2002
Externally publishedYes

Keywords

  • Asymmetric Michael addition
  • C-symmetric chiral ligand
  • Enantiomeric excess
  • Heterobimetallic complexes
  • Polymer anchored catalysts

ASJC Scopus subject areas

  • Organic Chemistry

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