Sabah, Karem J. and Mat Zahid, Noor Idayu and Hashim, Rauzah (2021) Synthesis of new chiral macrocycles-based glycolipids and its application in asymmetric Michael addition. Research on Chemical Intermediates, 47 (7). pp. 2653-2667. ISSN 0922-6168, DOI https://doi.org/10.1007/s11164-021-04432-8.
Full text not available from this repository.Abstract
A series of new mix aza- and thia-macrocyclic glycolipids (9, 111, 16 and 17) have been synthesized and their enantiomeric selectivity was studied. The synthesis of the macrocycles involved a simple protection of two hydroxyl groups of the glycolipids followed by building up the mix-heteroatom macrocyclic in simple sequences. The macrocycles and previously investigated analogues (la, n, a and 21) have been applied as phase transfer catalysts in the enantioselective Michael addition of 2-nitropropane to chalcone and showed good-to-excellent enantiomer excess (ee). Among the catalysts, the galactose aza-crown ether-based glycolipid 21 proved to be the most effective with 90% ee.
| Item Type: | Article |
|---|---|
| Funders: | Science and Technology Development Fund (STDF), Ministry of Higher Education & Scientific Research (MHESR), Universiti Malaya (UM.C/625/1/HIR/MOHE/05) |
| Uncontrolled Keywords: | Chiral macrocycles-based glycolipids; Asymmetric Michael addition; New mix aza- |
| Subjects: | Q Science > QD Chemistry |
| Divisions: | Faculty of Science > Department of Chemistry |
| Depositing User: | Ms Zaharah Ramly |
| Date Deposited: | 14 May 2022 02:03 |
| Last Modified: | 14 May 2022 02:03 |
| URI: | http://eprints.um.edu.my/id/eprint/26974 |
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