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Asymmetric Michael reaction catalyzed by mimicked peptides


Citation

Bayat, Saadi and Tejo, Bimo Ario and Salleh, Abu Bakar and Abd. Malek, Emilia and Mohd Yahaya, Normi and Abdul Rahman, Mohd Basyaruddin (2014) Asymmetric Michael reaction catalyzed by mimicked peptides. Catalysis Letters, 144 (2). pp. 222-228. ISSN 1011-372X; ESSN:1572-879X

Abstract

Peptides mimicked from active site of promiscuous aldo-ketoreductase were synthesized and tested as asymmetry catalysts in the Michael adduct reaction of aldehydes or ketones with nitroolefins to furnish the corresponding γ-nitroaldehydes, γ-nitroketones with up to 93 % yield, 99:1 dr and 71 % ee at room temperature and on eco-friendly solvents. Aspartic acid residue as second amino acid produced greater enantioselectivity.


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Additional Metadata

Item Type: Article
Divisions: Faculty of Biotechnology and Biomolecular Sciences
Faculty of Science
DOI Number: https://doi.org/10.1007/s10562-013-1156-6
Publisher: Springer
Keywords: Michael adduct; Asymmetry; Peptides; Aldo-ketoreductase; Promiscuous
Depositing User: Nabilah Mustapa
Date Deposited: 25 Jun 2015 08:01
Last Modified: 21 Aug 2015 03:15
Altmetrics: http://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.1007/s10562-013-1156-6
URI: http://psasir.upm.edu.my/id/eprint/36591
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