Asymmetric Diels-Alder reaction of chalcone and isoprene mediated by titanium-based complexes

Thy, Chun Keng and Lee, Yean Kee and Abdullah, Iskandar and Abd Rahman, Noorsaadah and Chee, Chin Fei (2024) Asymmetric Diels-Alder reaction of chalcone and isoprene mediated by titanium-based complexes. Synthetic Communications, 54 (8). pp. 636-644. ISSN 0039-7911, DOI https://doi.org/10.1080/00397911.2024.2324002.

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Official URL: https://doi.org/10.1080/00397911.2024.2324002

Abstract

The asymmetric Diels-Alder reaction of chalcone and isoprene has been accomplished by use of chiral titanium complexes. Notably, an enantiomeric excess as high as 61% and a regioselectivity of 95% have been achieved. The preparation of the chiral titanium complexes is simple and does not require the pre-installation of a chiral auxiliary. This study represents the first example of asymmetric Diels-Alder reaction between chalcone and isoprene. GRAPHICS]

Item Type: Article
Funders: Universiti Malaya (IIRG003B-2019); (BK044-2017), Universiti Malaya Research Grants
Uncontrolled Keywords: 4+2] cycloaddition; enantiomeric synthesis; 2-methyl-1,3-butadiene; trans-chalcone; titanium tetrachloride
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Department of Chemistry
Centre for Natural Products Research and Drug Discovery (CENAR)
Deputy Vice Chancellor (Research & Innovation) Office > Nanotechnology & Catalysis Research Centre
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 22 Oct 2024 07:00
Last Modified: 22 Oct 2024 07:00
URI: http://eprints.um.edu.my/id/eprint/45472

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