Dargo, Gyula; Nagy, Sandor; Kis, David; Bagi, Peter; Matravolgyi, Bela; Toth, Blanka; Huszthy, Peter; Drahos, Laszlo; Kupai, Jozsef published the artcile< Application of Proline-Derived (Thio)squaramide Organocatalysts in Asymmetric Diels-Alder and Conjugate Addition Reactions>, Related Products of 112-63-0, the main research area is hydroxyethyl nitro phenyl tetracyclic compound preparation enantioselective; anthracenyl acetaldehyde nitrostyrene Diels Alder reaction proline squaramide organocatalyst; hydroxynaphthoquinonyl keto ester preparation enantioselective; lawsone unsaturated keto ester conjugate addition proline squaramide organocatalyst.
The synthesis of chiral proline-derived squaramide and thiosquaramide organocatalysts I [X = O or S], which are capable of the dual activation in asym. reactions is reported. The (thio)squaramide moiety can form hydrogen bonds to activate the substrates and to stereocontrol the reaction, while the pyrrolidine unit can form enamines to activate carbonyl compounds via aminocatalysis. Comparing the performance of thiosquaramide to squaramide, the Diels-Alder reaction of (anthracen-9-yl)acetaldehyde and trans-beta-nitrostyrene (E)-RC6H4CH=CHNO2 [R = H, Br, OMe] was examined, which has been investigated in the literature using quantum chem. calculations Both squaramide and thiosquaramide gave excellent yields (up to 99%) and enantiomeric excess values (up to 98%). Moreover, their catalytic performance was compared in conjugate addition of lawsone to 2-oxo-4-phenyl-but-3-enoic acid Et ester.
Synthesis published new progress about Conjugate addition reaction catalysts, stereoselective. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Related Products of 112-63-0.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics