L-Proline catalysed asymmetric aldol reactions in PEG-400 as recyclable medium and transfer aldol reactions

S. Chandrasekhar, N. Ramakrishna Reddy, S. Shameem Sultana, Ch Narsihmulu, K. Venkatram Reddy

Research output: Contribution to journalArticlepeer-review

125 Scopus citations

Abstract

L-Proline-catalysed direct asymmetric aldol reaction of acetone with various aldehydes in PEG-400 is described. Recycling of the catalyst and solvent (PEG) was possible up to ten runs without loss of catalyst activity. l-Proline was also found to be an efficient catalyst for the asymmetric transfer aldol reaction between various aldehydes and diacetone alcohol for the first time. Good yields and enantioselectivities were observed with both methods.

Original languageEnglish (US)
Pages (from-to)338-345
Number of pages8
JournalTetrahedron
Volume62
Issue number2-3
DOIs
StatePublished - Jan 9 2006
Externally publishedYes

Bibliographical note

Funding Information:
Three of us (N.R.R., S.S.S. and C.N.) thank CSIR New Delhi for financial support. IICT Communication no. 050704

Keywords

  • Aldol reaction
  • L-Proline
  • PEG-400
  • Transfer aldol reaction

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