Application In Synthesis of (5aS,10bR)-2-(2,6-Diethylphenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: (5aS,10bR)-2-(2,6-Diethylphenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate, is researched, Molecular C22H24BF4N3O, CAS is 1787246-78-9, about Intermolecular Dynamic Kinetic Resolution Cooperatively Catalyzed by an N-Heterocyclic Carbene and a Lewis Acid. Author is Wu, Zijun; Li, Fangyi; Wang, Jian.
The ubiquitous structure of δ-lactones makes the development of new methods for their enantioselective and stereoselective synthesis an important ongoing challenge. The intermol. dynamic kinetic resolution (DKR) of β-halo-α-keto esters cooperatively catalyzed by an N-heterocyclic carbene and a Lewis acid generates two contiguous stereocenters with remarkable diastereoselectivity through an oxidation/lactonization sequence. Under optimized conditions the synthesis of the target compounds was achieved using (5aS,10bR)-5a,10b-dihydro-2-(2,6-diethylphenyl)-4H,6H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazinium tetrafluoroborate (i.e., NHC, nitrogen-heterocyclic carbene) and scandium triflate as catalyst combination. Starting materials included (2E)-3-phenyl-2-butenal and β-(bromo)-α-(oxo)benzenebutanoic acid esters.
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