Publication:
Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions

Issued Date

2007-10-08

Resource Type

Article

ISSN

00404020

DOI

10.1016/j.tet.2007.07.086

Other identifier(s)

2-s2.0-34548264706

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Tetrahedron. Vol.63, No.41 (2007), 10253-10259

Suggested Citation

Sornpranart Sathapornvajana, Tirayut Vilaivan Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions. Tetrahedron. Vol.63, No.41 (2007), 10253-10259. doi:10.1016/j.tet.2007.07.086 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/24103

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Title

Prolinamides derived from aminophenols as organocatalysts for asymmetric direct aldol reactions

Author(s)

Sornpranart Sathapornvajana
 Tirayut Vilaivan

Other Contributor(s)

Mahidol University

Abstract

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.

Keyword(s)

Biochemistry, Genetics and Molecular Biology
 Chemistry
 Pharmacology, Toxicology and Pharmaceutics

Availability

URI

https://repository.li.mahidol.ac.th/handle/20.500.14594/24103

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Scopus 2006-2010