10201-46-4Relevant academic research and scientific papers
Visible light promoted continuous flow photocyclization of 1,2-diketones
Frongia, Angelo,Luridiana, Alberto,Porcu, Stefania,Ricci, Pier Carlo,Secci, Francesco
supporting information, p. 3684 - 3689 (2020/06/03)
The continuous flow Norrish-Yang photocyclization of 1,2-diketones has been developed and used for the synthesis of a large number of functionalized 2-hydroxycyclobutanones, under blue light irradiation and employing acetone as a solvent. This eco-friendly procedure represents a valid alternative to the reactions carried out in batches thus reducing the reaction times, the formation of secondary products and simplifying the purification steps. The use of differently substituted diketone compounds has allowed us to obtain a wide range of 2 and 3-functionalized cyclobutanones, thus allowing the evaluation of the scope and limitations of this procedure.
Enantioselective synthesis of 3,4-disubstituted cis- and trans-1,2,5-thiadiazolidine-1,1-dioxides as precursors for chiral 1,2-diamines
Schüttler, Christian,Li-B?hmer, Zhen,Harms, Klaus,Von Zezschwitz, Paultheo
supporting information, p. 800 - 803 (2013/04/24)
Both, cis- and trans-3,4-disubstituted thiadiazolidines 5 and 6 can enantioselectively be obtained from thiadiazoles 2 which, in turn, are efficiently prepared from the respective 1,2-diketone by an improved protocol. An asymmetric ruthenium-catalyzed transfer hydrogenation followed by a diastereoselective hydride addition furnishes exclusively the cis-isomers 5 which, under acidic conditions, undergo a novel isomerization into the trans-isomers 6. These cyclic sulfamides can be transformed into 1,2-diamines as well as 2,3-diamino acids.
New synthetic strategy for high-enantiopurity N-protected α-amino ketones and their derivatives by asymmetric hydrogenation
Sun, Tian,Hou, Guohua,Ma, Miaofeng,Zhang, Xumu
, p. 253 - 256 (2011/04/16)
Asymmetric hydrogenation of α-dehydroamino ketones catalyzed by a rhodium-chiral phosphorus ligand complex (up to 99% ee, 1000 TON), represents an efficient approach to chiral α-amino ketones. The reduction of α-amino ketones catalyzed by palladium on carbon (Pd/C) leads to amphetamine precursors with quantitative yield and no significant enantioselectivity loss.
A VERSATILE ACCESS TO UNSYMMETRICAL AND SYMMETRICAL α-DIKETONES VIA ORGANOTIN REAGENTS
Verlhac, Jean-Baptiste,Chanson, Evelyne,Jousseaume, Bernard,Quintard, Jean-Paul
, p. 6075 - 6078 (2007/10/02)
Unsymmetrical α-diketones have been obtained via cross coupling of acyltins with acyl halides under PdCl2(PPh3)2 catalysis while symmetrical α-diketones have been readily obtained via "in situ" formation of acyltins using hexabutylditin and acyl chlorides under similar experimental conditions.
