Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions

Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions

N-(2-Hydroxyphenyl)-prolinamides were synthesized with the aim to introduce an additional hydrogen bonding site to the prolinamide structure. These compounds were evaluated as organocatalysts for asymmetric aldol reactions between aromatic aldehydes and cyclohexanone. Very good yields, diastereosele...

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Main Authors: Sornpranart Sathapornvajana, Tirayut Vilaivan
Other Authors: Mahidol University
Format: Article
Published: 2018
Subjects:
Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
Online Access:https://repository.li.mahidol.ac.th/handle/123456789/24103
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spelling th-mahidol.241032018-08-24T09:14:12Z Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions Sornpranart Sathapornvajana Tirayut Vilaivan Mahidol University Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics N-(2-Hydroxyphenyl)-prolinamides were synthesized with the aim to introduce an additional hydrogen bonding site to the prolinamide structure. These compounds were evaluated as organocatalysts for asymmetric aldol reactions between aromatic aldehydes and cyclohexanone. Very good yields, diastereoselectivities, and enantioselectivities were achieved in both organic solvents and water. The importance of the additional hydrogen bonding site was confirmed by comparative experiments with prolinamide derivatives without the hydroxyl group. © 2007 Elsevier Ltd. All rights reserved. 2018-08-24T01:40:00Z 2018-08-24T01:40:00Z 2007-10-08 Article Tetrahedron. Vol.63, No.41 (2007), 10253-10259 10.1016/j.tet.2007.07.086 00404020 2-s2.0-34548264706 https://repository.li.mahidol.ac.th/handle/123456789/24103 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=34548264706&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
Sornpranart Sathapornvajana
Tirayut Vilaivan
Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions
description N-(2-Hydroxyphenyl)-prolinamides were synthesized with the aim to introduce an additional hydrogen bonding site to the prolinamide structure. These compounds were evaluated as organocatalysts for asymmetric aldol reactions between aromatic aldehydes and cyclohexanone. Very good yields, diastereoselectivities, and enantioselectivities were achieved in both organic solvents and water. The importance of the additional hydrogen bonding site was confirmed by comparative experiments with prolinamide derivatives without the hydroxyl group. © 2007 Elsevier Ltd. All rights reserved.
author2 Mahidol University
author_facet Mahidol University
Sornpranart Sathapornvajana
Tirayut Vilaivan
format Article
author Sornpranart Sathapornvajana
Tirayut Vilaivan
author_sort Sornpranart Sathapornvajana
title Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions
title_short Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions
title_full Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions
title_fullStr Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions
title_full_unstemmed Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions
title_sort prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/24103
_version_ 1763497404381790208

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