Stereoselective Synthesis of Flavonoids: A Brief Overview

AM Pereira, H Cidade, ME Tiritan - Molecules, 2023 - mdpi.com
Stereoselective synthesis has been emerging as a resourceful tool because it enables the
obtaining of compounds with biological interest and high enantiomeric purity. Flavonoids are …

Highly enantioselective addition of aliphatic aldehydes to 2-hydroxychalcone enabled by cooperative organocatalysts

J Hu, YQ Gao, D Xu, L Chen, W Wen, Y Hou… - Chemical …, 2020 - pubs.rsc.org
Herein, we developed an enantioselective addition of aliphatic aldehydes to 2-
hydroxychalcone promoted by cooperative organocatalysts, giving access to hybrid …

Biomimetic approach to the catalytic enantioselective synthesis of flavonoids

Z Yang, Y He, FD Toste - Journal of the American Chemical …, 2016 - ACS Publications
Herein is reported the direct asymmetric addition of phenol nucleophiles to benzopyrylium
salts as a means to produce enantioenriched flavonoid-like compounds. This …

Recent applications in the use of sulfoxides as chiral auxiliaries for the asymmetric synthesis of natural and biologically active products

X Salom-Roig, C Bauder - Synthesis, 2020 - thieme-connect.com
The contribution of chiral sulfoxides as versatile auxiliaries in the field of organic chemistry
has shown a prevalent interest in the asymmetric synthesis of natural products during the …

Enantioselective synthesis of flavonoids. Part 2. Poly-oxygenated α-hydroxydihydrochalcones and circular dichroic assessment of their absolute configuration

JAN Augustys, BCB Bezuidenhoudt, A Swanepoel… - Tetrahedron, 1990 - Elsevier
Chiral chalcone epoxides exhibiting the oxygenation patterns of naturally occurring
flavonoids and isoflavonoids were transformed into the corresponding α …

Asymmetric hydrogenation and transfer hydrogenation in the enantioselective synthesis of flavonoids

GS Caleffi, FC Demidoff, C Nájera… - Organic Chemistry …, 2022 - pubs.rsc.org
Asymmetric hydrogenation (AH) and asymmetric transfer hydrogenation (ATH) are versatile
synthetic methodologies widely employed in the preparation of chiral compounds. In this …

[PDF][PDF] Asymmetric synthesis of chiral aldehydes by conjugate additions with bifunctional organocatalysis by cinchona alkaloids

F Wu, R Hong, J Khan, X Liu, L Deng - Angewandte Chemie, 2006 - academia.edu
The aldehyde is arguably the most versatile carbonyl functionality. Furthermore, it is more
active than any other carbonyl functionality toward a plethora of nucleophilic reactions. This …

Asymmetric cyclization of 2′‐hydroxychalcones to flavanones: catalysis by chiral Brønsted acids and bases

C Dittmer, G Raabe, L Hintermann - 2007 - Wiley Online Library
The asymmetric cyclization of 2′‐hydroxychalcones to flavanones is a basic, enzyme‐
catalyzed step in the biosynthesis of flavonoid natural products, but poses a long‐standing …

Applications of asymmetric organocatalysis in medicinal chemistry

J Alemán, S Cabrera - Chemical Society Reviews, 2013 - pubs.rsc.org
In the last decade, organocatalysis, the use of small chiral organic molecules as catalysts,
has proven to be a valuable and attractive tool for the synthesis of enantiomerically enriched …

Utilizing an o‐Quinone Methide in Asymmetric Transfer Hydrogenation: Enantioselective Synthesis of Brosimine A, Brosimine B, and Brosimacutin L

A Keßberg, P Metz - Angewandte Chemie International Edition, 2016 - Wiley Online Library
A concise and highly enantioselective synthesis of the flavonoids brosimine A, brosimine B,
and brosimacutin L is reported for the first time. The key transformation is a single‐step …