71840-34-1Relevant articles and documents
Temperature-Controlled Stereodivergent Synthesis of 2,2′-Biflavanones Promoted by Samarium Diiodide
Soto, Martín,Soengas, Raquel G.,Silva, Artur M. S.,Gotor-Fernández, Vicente,Rodríguez-Solla, Humberto
, p. 13104 - 13108 (2019)
In this work, the first example of a radical stereodivergent reaction directed towards the stereoselective synthesis of both (R*,R*)- and (R*,S*)-2,2′-biflavanones promoted by samarium diiodide is reported. Control experiments showed that the selectivity of this reaction was exclusively controlled by the temperature. It was possible to generate a variety of 2,2′-biflavanones bearing different substitution patterns at the aromatic ring in good-to-quantitative yields, being both stereoisomers of the desired compounds obtained with total or high control of selectivity. A mechanism that explains both the generation of the corresponding 2,2′-biflavanones and the selectivity is also discussed. The structure and stereochemistry determination of each isomer was unequivocally elucidated by single-crystal X-ray diffraction experiments.
Synthesis of 2,2′-biflavanones from flavone via electrolytic reductive coupling
Chen, Arh-Hwang,Cheng, Chieh-Yuan,Chen, Chia-Wen
, p. 1105 - 1109 (2007/10/03)
Flavone (1) was easily reduced by using the electrochemical method to give two hydrodimers of 2,2′-biflavanone(racemate) (5a) and 2,2′-biflavanone(meso) (5b) and one reductive product of flavanone (6). Their yields were dependent on the nature of electrodes, the kinds of supporting electrolytes and the reaction temperature. They were found to afford higher yields of 2,2′-biflavanone(racemate) (5a) and 2,2′-biflavanone (meso) (5b) (32.4% and 24.8%, 35.8% and 13.4%, respectively,) in the reaction conditions of Pb(-)/C(+)-H2SO4-TF/mol and C(-)/C(+)-H 2SO4-5F/mol.
Reaktionen mit Radikalanionen, IV. Synthese von Mono- und Diketonen aus Carboxyl- und α,β-ungesaettigten Carbonyl-Verbindungen
Kirrstetter, Reiner G. H.,Vagt, Uwe
, p. 630 - 637 (2007/10/02)
1,2-Diketones of the benzil type were obtained in the reaction of aromatic carboxylic compounds with lithium naphthalenide.The scope of this reaction was investigated. α,β-Unsaturated ketones yielded hydrodimerisation, hydrogenation and hydroxylation products.