scholarly journals Development of New Methods in Organic Synthesis and Their Applications to the Synthesis of Biologically Interesting Natural Products

2012 ◽  
Vol 60 (1) ◽  
pp. 1-20 ◽  
Author(s):  
Yasumasa Hamada
Keyword(s):  
Natural Products ◽  
Organic Synthesis ◽  
New Methods

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.

Allylic selenides in organic synthesis: new methods for the synthesis of allylic amines

1986 ◽  
Vol 51 (26) ◽  
pp. 5243-5252 ◽  
Author(s):  
Regan G. Shea ◽  
Jeffrey N. Fitzner ◽  
John E. Fankhauser ◽  
Andreas Spaltenstein ◽  
Philip A. Carpino ◽  
...  
Keyword(s):  
Organic Synthesis ◽  
Allylic Amines ◽  
New Methods

Construction of N-heterocycles via Pd-mediated C–H activation/annulation strategies

2022 ◽  
Author(s):  
Mengyu Qiu ◽  
Xuegang Fu ◽  
Peng Fu ◽  
Jianhui Huang
Keyword(s):  
Natural Products ◽  
Organic Synthesis ◽  
Material Science ◽  
Medicinal Chemistry ◽  
Drug Molecules

N-heterocycles can be found in natural products and drug molecules, which are indispensable components in the area of organic synthesis, medicinal chemistry and material science. The construction of these N-containing...

scholarly journals Palladium-Catalyzed Coupling Reactions on Functionalized 2-Trifluoromethyl-4-chromenone Scaffolds: Synthesis of Highly Functionalized Trifluoromethyl Heterocycles

Synthesis ◽  
2018 ◽  
Vol 51 (06) ◽  
pp. 1342-1352 ◽  
Author(s):  
Javier Izquierdo ◽  
Atul Jain ◽  
Sarki Abdulkadir ◽  
Gary Schiltz
Keyword(s):  
Natural Products ◽  
Organic Synthesis ◽  
Biological Activities ◽  
Structural Complexity ◽  
Biologically Active ◽  
Coupling Reactions ◽  
Trifluoromethyl Group ◽  
Palladium Catalyzed ◽  
Active Natural

The chromenone core is an ubiquitous group in biologically active natural products and has been extensively used in organic synthesis. Fluorine-derived compounds, including those with a trifluoromethyl group (CF3), have shown enhanced biological activities in numerous pharmaceuticals compared with their non-fluorinated analogues. 2-Trifluoromethylchromenones can be readily functionalized at the 8- and 7-positions, providing chromenones cores of high structural complexity, which are excellent precursors for numerous trifluoromethyl heterocycles.

scholarly journals Computation-guided asymmetric total syntheses of resveratrol dimers

2022 ◽  
Vol 13 (1) ◽  
Author(s):  
Masaya Nakajima ◽  
Yusuke Adachi ◽  
Tetsuhiro Nemoto
Keyword(s):  
Natural Products ◽  
Organic Synthesis ◽  
Density Functional ◽  
Computational Simulation ◽  
Chemical Research ◽  
Asymmetric Total Synthesis ◽  
Functional Theory ◽  
Total Syntheses ◽  
Simulation Based ◽  
Computational Predictions

AbstractAlthough computational simulation-based natural product syntheses are in their initial stages of development, this concept can potentially become an indispensable resource in the field of organic synthesis. Herein we report the asymmetric total syntheses of several resveratrol dimers based on a comprehensive computational simulation of their biosynthetic pathways. Density functional theory (DFT) calculations suggested inconsistencies in the biosynthesis of vaticahainol A and B that predicted the requirement of structural corrections of these natural products. According to the computational predictions, total syntheses were examined and the correct structures of vaticahainol A and B were confirmed. The established synthetic route was applied to the asymmetric total synthesis of (−)-malibatol A, (−)-vaticahainol B, (+)-vaticahainol A, (+)-vaticahainol C, and (−)-albiraminol B, which provided new insight into the biosynthetic pathway of resveratrol dimers. This study demonstrated that computation-guided organic synthesis can be a powerful strategy to advance the chemical research of natural products.

Sign in / Sign up

Export Citation Format

Share Document