Optically Active 1,2-Bis(1-arylhydroxymethyl) Ferrocene:  A New, Efficient Chiral Ligand for Scandium-Catalyzed Asymmetric Diels−Alder Reaction

2002 ◽  
Vol 4 (5) ◽  
pp. 707-709 ◽  
Author(s):  
Shin-ichi Fukuzawa ◽  
Kuniaki Fujimoto ◽  
Yoshitaka Komuro ◽  
Hiroshi Matsuzawa
Keyword(s):  
Alder Reaction ◽  
Optically Active ◽  
Diels Alder ◽  
Chiral Ligand ◽  
Diels Alder Reaction

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.

scholarly journals Asymmetric synthesis of a highly functionalized bicyclo[3.2.2]nonene derivative

2013 ◽  
Vol 9 ◽  
pp. 655-663 ◽  
Author(s):  
Toshiki Tabuchi ◽  
Daisuke Urabe ◽  
Masayuki Inoue
Keyword(s):  
Asymmetric Synthesis ◽  
Alder Reaction ◽  
Optically Active ◽  
Diels Alder ◽  
Diels Alder Reaction ◽  
Quaternary Carbons

The stereoselective Diels–Alder reaction between an optically active 1,4-dimethylcycloheptadiene and acrolein was effectively promoted by TBSOTf to produce a bicyclo[3.2.2]nonene derivative bearing two quaternary carbons. Seven additional transformations from the obtained bicycle delivered the C 2-symmetric bicyclo[3.3.2]decene derivative, a key intermediate in our synthetic study of ryanodine.

scholarly journals Asymmetric Diels–Alder reaction of 3-(acyloxy)acryloyl oxazolidinones: optically active synthesis of a high-affinity ligand for potent HIV-1 protease inhibitors

RSC Advances ◽  
2019 ◽  
Vol 9 (71) ◽  
pp. 41755-41763
Author(s):  
Arun K. Ghosh ◽  
Alessandro Grillo ◽  
Satish Kovela ◽  
Margherita Brindisi
Keyword(s):  
Protease Inhibitors ◽  
Alder Reaction ◽  
Optically Active ◽  
Diels Alder ◽  
Active Synthesis ◽  
High Affinity ◽  
Affinity Ligand ◽  
Diels Alder Reaction ◽  
High Affinity Ligand ◽  
Hiv 1

Asymmetric Diels–Alder reaction of chiral 3-(acyloxy)acryloyl oxazolidinones and synthesis of hexahydro-4H-3,5-methanofuro[2,3-b]pyranol are described.

Sign in / Sign up

Export Citation Format

Share Document