A New Polymer-Anchored Chiral Catalyst for Asymmetric Michael Addition Reactions

G. Sundararajan, N. Prabagaran

Research output: Contribution to journalArticle

108 Citations (Scopus)

Abstract

(Equation Presented) Monomer (R,R)-3-aza-3-(p-vinylbenzyl)-1,5-diphenyl-1,5-dihydroxypentane (2) when polymerized with styrene and divinylbenzene affords polymers, onto which lithium and aluminum are incorporated via reaction with lithium aluminum hydride. The resulting insoluble polymers containing chiral lithium and aluminum active centers are quite effective for asymmetric Michael addition of nitro compounds, thiols, and amines. The optimized reaction conditions yield Michael adducts in good yield with high enantiomeric excesses.

Original languageEnglish (US)
Pages (from-to)389-392
Number of pages4
JournalOrganic Letters
Volume3
Issue number3
DOIs
StatePublished - Feb 8 2001

Fingerprint

Addition reactions
divinyl benzene
Aluminum
Lithium
Polymers
lithium aluminum hydrides
lithium
Nitro Compounds
nitro compounds
aluminum
catalysts
Catalysts
Styrene
polymers
Sulfhydryl Compounds
thiols
styrenes
adducts
Amines
amines

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

A New Polymer-Anchored Chiral Catalyst for Asymmetric Michael Addition Reactions. / Sundararajan, G.; Prabagaran, N.

In: Organic Letters, Vol. 3, No. 3, 08.02.2001, p. 389-392.

Research output: Contribution to journalArticle

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