Synthetic Studies toward GKK1032s, Novel Antibiotic Antitumor Agents:  Enantioselective Synthesis of the Fully Elaborated Tricyclic Core via an Intramolecular Diels−Alder Cycloaddition

2006 ◽  
Vol 71 (18) ◽  
pp. 6942-6951 ◽  
Author(s):  
Moriteru Asano ◽  
Munenori Inoue ◽  
Kazuhiro Watanabe ◽  
Hideki Abe ◽  
Tadashi Katoh
Keyword(s):  
Antitumor Agents ◽  
Diels Alder ◽  
Enantioselective Synthesis ◽  
Tricyclic Core ◽  
Synthetic Studies

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

2018 ◽  
Vol 15 (2) ◽  
pp. 221-229 ◽  
Author(s):  
Shah Bakhtiar Nasir ◽  
Noorsaadah Abd Rahman ◽  
Chin Fei Chee
Keyword(s):  
Natural Products ◽  
Organic Synthesis ◽  
Lewis Acid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Enantioselective Synthesis ◽  
Chiral Ligand ◽  
Asymmetric Syntheses ◽  
Diels Alder Reaction ◽  
Enantioselective Syntheses

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.

ChemInform Abstract: Enantioselective Synthesis of the ABC-Tricyclic Core of Phomactin A by a γ-Hydroxylation Strategy.

ChemInform ◽  
2015 ◽  
Vol 46 (37) ◽  
pp. no-no
Author(s):  
Guangyan Du ◽  
Wenli Bao ◽  
Junrong Huang ◽  
Shuangping Huang ◽  
Hong Yue ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Phomactin A ◽  
Tricyclic Core
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