Asymmetric Michael reaction catalyzed by mimicked peptides

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...

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Main Authors: Bayat, Saadi, Tejo, Bimo Ario, Salleh, Abu Bakar, Abd. Malek, Emilia, Mohd Yahaya, Normi, Abdul Rahman, Mohd Basyaruddin
Format: Article
Language:English
Published: Springer 2014
Online Access:http://psasir.upm.edu.my/id/eprint/36591/1/Asymmetric%20Michael%20reaction%20catalyzed%20by%20mimicked%20peptides.pdf
http://psasir.upm.edu.my/id/eprint/36591/
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spelling my.upm.eprints.365912015-08-21T03:15:56Z http://psasir.upm.edu.my/id/eprint/36591/ Asymmetric Michael reaction catalyzed by mimicked peptides Bayat, Saadi Tejo, Bimo Ario Salleh, Abu Bakar Abd. Malek, Emilia Mohd Yahaya, Normi Abdul Rahman, Mohd Basyaruddin 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. Springer 2014 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/36591/1/Asymmetric%20Michael%20reaction%20catalyzed%20by%20mimicked%20peptides.pdf 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 10.1007/s10562-013-1156-6
institution Universiti Putra Malaysia
building UPM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Putra Malaysia
content_source UPM Institutional Repository
url_provider http://psasir.upm.edu.my/
language English
description 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.
format Article
author Bayat, Saadi
Tejo, Bimo Ario
Salleh, Abu Bakar
Abd. Malek, Emilia
Mohd Yahaya, Normi
Abdul Rahman, Mohd Basyaruddin
spellingShingle Bayat, Saadi
Tejo, Bimo Ario
Salleh, Abu Bakar
Abd. Malek, Emilia
Mohd Yahaya, Normi
Abdul Rahman, Mohd Basyaruddin
Asymmetric Michael reaction catalyzed by mimicked peptides
author_facet Bayat, Saadi
Tejo, Bimo Ario
Salleh, Abu Bakar
Abd. Malek, Emilia
Mohd Yahaya, Normi
Abdul Rahman, Mohd Basyaruddin
author_sort Bayat, Saadi
title Asymmetric Michael reaction catalyzed by mimicked peptides
title_short Asymmetric Michael reaction catalyzed by mimicked peptides
title_full Asymmetric Michael reaction catalyzed by mimicked peptides
title_fullStr Asymmetric Michael reaction catalyzed by mimicked peptides
title_full_unstemmed Asymmetric Michael reaction catalyzed by mimicked peptides
title_sort asymmetric michael reaction catalyzed by mimicked peptides
publisher Springer
publishDate 2014
url http://psasir.upm.edu.my/id/eprint/36591/1/Asymmetric%20Michael%20reaction%20catalyzed%20by%20mimicked%20peptides.pdf
http://psasir.upm.edu.my/id/eprint/36591/
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score 13.18916