The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate(SMILESS: ClC1=C(N2N=C3[N+]([C@@]4([H])[C@@](CC5=C4C=CC=C5)([H])OC3)=C2)C(Cl)=CC(Cl)=C1.F[B-](F)(F)F,cas:1214711-48-4) is researched.COA of Formula: C18H13BCl3F4N3O. The article 《Kinetic resolution of β-ketoesters with quaternary stereocenters via a carbene-catalyzed benzoin reaction》 in relation to this compound, is published in Organic & Biomolecular Chemistry. Let’s take a look at the latest research on this compound (cas:1214711-48-4).
Chiral β-ketoesters (S)-2-H(O)CC6H4CH2C(R2)(C(O)R1)C(O)OR3 [R1 = Ph, thiophen-2-yl, cyclopropyl, etc.; R2 = allyl, benzyl, (4-methylphenyl)methyl, etc.; R3 = Et, Bn] and Et (R)-2-benzoyl-2-(3-oxopropyl)pent-4-enoate bearing fully substituted carbon centers are important building blocks in organic synthesis. Mono-substituted ketoesters rac-2-H(O)CC6H4CH2C(R2)(C(O)R1)C(O)OR3 and Et 2-benzoyl-2-(3-oxopropyl)pent-4-enoate have been widely used to synthesize the above compounds through asym. additions or substitutions. The limitations of these protocols mainly exist in the substrate scopes, and α-Me or α-fluoro-substituted β-ketoesters or acetyl acetates are frequently used owing to their relatively higher reactivity. To break through this limitation, N-heterocyclic carbene e.g., I catalyzed kinetic resolution to achieve the access to enantioenriched β-ketoesters with quaternary stereocenters was employed. Sterically more bulky groups such as benzyl, allyl, Ph and cyclopropyl groups are all tolerated using this method.
In addition to the literature in the link below, there is a lot of literature about this compound((5aS,10bR)-2-(2,4,6-Trichlorophenyl)-4,5a,6,10b-tetrahydro-2H-indeno[2,1-b][1,2,4]triazolo[4,3-d][1,4]oxazin-11-ium tetrafluoroborate)COA of Formula: C18H13BCl3F4N3O, illustrating the importance and wide applicability of this compound(1214711-48-4).
Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider