Intramolecular Styryl Diels-Alder (ISDA) Reaction for Synthesizing Derivatives of Anticancer Lignans
Abstract
Intramolecular Styryl Diels-Alder (ISDA) cycloaddition reactions are used widely in synthesizing complex natural products. They help synthesize polycyclic cores and form new chiral centers in the molecule. Among such natural products, lignans are considered important biomedical molecules due to their numerous pharmacological properties, such as antitumor, hepatoprotective, insecticidal, antifungal, antihypertensive, sedative, antioxidant, and antiparasitic. Numerous researchers have published their work in trying to synthesize different lignans for medicinal purposes. However, the lignans are challenging to synthesize because of their complex tetralin cores. This project focuses on synthesizing the polycyclic core for the analogs of anti-cancer compounds with ISDA reaction. The analogs have been synthesized in yields ranging from 13-84% at temperatures as low as 110 °C. This work also demonstrates the substrate scope for the ISDA products.
Degree
MS
College and Department
Computational, Mathematical, and Physical Sciences; Chemistry and Biochemistry
Rights
https://lib.byu.edu/about/copyright/
BYU ScholarsArchive Citation
Shrestha, Kriti, "Intramolecular Styryl Diels-Alder (ISDA) Reaction for Synthesizing Derivatives of Anticancer Lignans" (2024). Theses and Dissertations. 10654.
https://scholarsarchive.byu.edu/etd/10654
Date Submitted
2024-12-13
Document Type
Thesis
Handle
http://hdl.lib.byu.edu/1877/etd13491
Keywords
Intramolecular Styryl Diels-Alder, lignans, anti-cancer, aryl-tetralin core
Language
english
