In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Dynamic Kinetic Resolution Enabled by Intramolecular Benzoin Reaction: Synthetic Applications and Mechanistic Insights, published in 2016-06-29, which mentions a compound: 1214711-48-4, mainly applied to crystal mol structure enantioenriched tetralone; enantioenriched tetralone preparation dynamic kinetic resolution; heterocyclic carbene catalyzed intramol benzoin diketone mechanism; ketoester heterocyclic carbene catalyzed intramol benzoin mechanism, COA of Formula: C18H13BCl3F4N3O.
The highly enantio-, diastereo-, and regioselective dynamic kinetic resolution of β-ketoesters and 1,3-diketones was achieved via a chiral N-heterocyclic carbene catalyzed intramol. cross-benzoin reaction. A variety of tetralone derivatives bearing two contiguous stereocenters and multiple functionalities were liberated in moderate to excellent yields and with high levels of stereoselectivity (>95% ee and >20:1 dr in most cases). In addition, the excellent regioselectivity control for aryl/alkyl 1,3-diketones, and the superior electronic differentiation of 1,3-diarylketones were highlighted. Moreover, a set of new mechanistic rationale that differs with the currently widely accepted understanding of intramol. benzoin reactions was established to demonstrate the superior preference of benzoin over aldol transformation. A coexistence of competitive aldol and benzoin reactions was detected, but a retro-aldol-irreversible benzoin process performs a vital role in the generation of predominant benzoin products. The most essential role of an N-electron-withdrawing substituent in triazolium catalysts was revealed to be accelerating the rate of the benzoin transformation, rather than suppressing the aldol process through reducing the inherent basicity of the catalyst.
I hope my short article helps more people learn 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. Apart from the compound(1214711-48-4), you can read my other articles to know other related compounds.
Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider