Enantioselective Syntheses of Flavonoid Diels-Alder Natural Products: A Review

Author(s): Shah Bakhtiar Nasir, Noorsaadah Abd Rahman, Chin Fei Chee*

Journal Name: Current Organic Synthesis

Volume 15 , Issue 2 , 2018

Become EABM
Become Reviewer
Call for Editor

Graphical Abstract:


Background: The Diels-Alder reaction has been widely utilised in the syntheses of biologically important natural products over the years and continues to greatly impact modern synthetic methodology. Recent discovery of chiral organocatalysts, auxiliaries and ligands in organic synthesis has paved the way for their application in Diels-Alder chemistry with the goal to improve efficiency as well as stereochemistry.

Objective: The review focuses on asymmetric syntheses of flavonoid Diels-Alder natural products that utilize chiral ligand-Lewis acid complexes through various illustrative examples.

Conclusion: It is clear from the review that a significant amount of research has been done investigating various types of catalysts and chiral ligand-Lewis acid complexes for the enantioselective synthesis of flavonoid Diels-Alder natural products. The results have demonstrated improved yield and enantioselectivity. Much emphasis has been placed on the synthesis but important mechanistic work aimed at understanding the enantioselectivity has also been discussed.

Keywords: Biomimetic, flavonoid, Diels-Alder, cycloaddition, enantioselective, natural products, asymmetric, synthesis.

Rights & PermissionsPrintExport Cite as

Article Details

Year: 2018
Published on: 21 August, 2017
Page: [221 - 229]
Pages: 9
DOI: 10.2174/1570179414666170821120234
Price: $65

Article Metrics

PDF: 22
PRC: 1