Loading...
C2-symmetric amino acid amide-derived organocatalysts
Al-Taie, Zahraa S Coles, Simon J Congreve, Aileen Ford, Dylan Green, Lucy Horton, Peter N Jones, Leigh F Kett, Pippa Kraehenbuehl, Rolf Murphy, Patrick J
Al-Taie, Zahraa S
Coles, Simon J
Congreve, Aileen
Ford, Dylan
Green, Lucy
Horton, Peter N
Jones, Leigh F
Kett, Pippa
Kraehenbuehl, Rolf
Murphy, Patrick J
Editors
Other contributors
Affiliation
Epub Date
Issue Date
2024-08-24
Submitted date
Alternative
Abstract
N-alkylated C2-symmetric amino acid amide derivatives were shown to catalyse the Michael addition of 2-hydroxy-1,4-napthoquinone to β-nitrostyrene, achieving a maximum ee of 44%. The corresponding trifluoroacetic acid salts also catalysed the aldol reaction between 4-nitrobenzaldehyde and hydroxyacetone, leading to the formation of predominantly syn-aldol products in up to 55% ee. Aspects of the solvent dependence of the aldol reaction and the H-bonding of the catalyst were investigated.
Citation
Al-Taie ZS, Coles SJ, Congreve A, Ford D, Green L, Horton PN, Jones LF, Kett P, Kraehenbuehl R, Murphy PJ, et al. (2024) C2-Symmetric Amino Acid Amide-Derived Organocatalysts. Reactions, 5(3):567-586. https://doi.org/10.3390/reactions5030027
Publisher
Journal
Research Unit
PubMed ID
PubMed Central ID
Embedded videos
Additional Links
Type
Journal article
Language
en
Description
© 2024 The Authors. Published by MDPI. This is an open access article available under a Creative Commons licence. The published version can be accessed at the following link on the publisher’s website: https://doi.org/10.3390/reactions5030027
Series/Report no.
ISSN
2624-781X
EISSN
2624-781X
ISBN
ISMN
Gov't Doc #
Sponsors
This work was funded in part by the Iraqi government (Z.S.A.-T.) and supported by the Centre for Environmental Biotechnology Project part-funded by the European Regional Development Fund (ERDF; RK) through the Welsh Government. Support was given by the EPSRC via the EPSRC National Crystallography Service.