Efficient synthesis of supported proline catalysts for asymmetric aldol reactions

A. A. Elmekawy, J. B. Sweeney, D. R. Brown

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Proline has been grafted onto silica supports in a single step by reacting trans-4-hydroxy-L-proline with chloropropyl tethers, without the use of protecting groups for the proline amine and carboxylic acid functional groups. The resulting catalysts have been characterised to show that grafting is through reaction with the 4-hydroxy group. The catalysts have been tested in an asymmetric aldol reaction, and shown to be both more active and more enantioselective than equivalent catalysts prepared using a protection/deprotection route for the proline grafting step.
LanguageEnglish
Pages690-696
Number of pages7
JournalCatalysis Science and Technology
Volume5
Issue number2
DOIs
Publication statusPublished - 11 Sep 2014

Fingerprint

Proline
Catalysts
Hydroxyproline
Carboxylic Acids
Carboxylic acids
Silicon Dioxide
Functional groups
Amines
Silica
3-hydroxybutanal

Cite this

Elmekawy, A. A. ; Sweeney, J. B. ; Brown, D. R. / Efficient synthesis of supported proline catalysts for asymmetric aldol reactions. In: Catalysis Science and Technology. 2014 ; Vol. 5, No. 2. pp. 690-696.
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Efficient synthesis of supported proline catalysts for asymmetric aldol reactions. / Elmekawy, A. A.; Sweeney, J. B.; Brown, D. R.

In: Catalysis Science and Technology, Vol. 5, No. 2, 11.09.2014, p. 690-696.

Research output: Contribution to journalArticle

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