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

Authors

• Chun Keng Thy
• Yean Kee LeeFollow
• Iskandar AbdullahFollow
• Noorsaadah Abd RahmanFollow
• Chin Fei CheeFollow

Document Type

Article

Publication Date

4-1-2024

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]

Keywords

4+2] cycloaddition, enantiomeric synthesis, 2-methyl-1, 3-butadiene, trans-chalcone, titanium tetrachloride

Publication Title

Synthetic Communications

Recommended Citation

Thy, Chun Keng; Lee, Yean Kee; Abdullah, Iskandar; Abd Rahman, Noorsaadah; and Chee, Chin Fei, "Asymmetric Diels-Alder reaction of chalcone and isoprene mediated by titanium-based complexes" (2024). Research Publications (2021 to 2025). 4836.
https://knova.um.edu.my/research_publications_2021_2025/4836

Divisions

CHEMISTRY,cenar,nanotechnology

Funders

Universiti Malaya (IIRG003B-2019); (BK044-2017),Universiti Malaya Research Grants

Volume

54

Issue

8

Publisher

Taylor and Francis

Publisher Location

530 WALNUT STREET, STE 850, PHILADELPHIA, PA 19106 USA