Bertuzzi, Giulio published the artcileOrganocatalytic Enantioselective Construction of Conformationally Stable C(sp2)-C(sp3) Atropisomers, COA of Formula: C8H8O2, the publication is Journal of the American Chemical Society (2022), 144(2), 1056-1065, database is CAplus and MEDLINE.
Nonbiaryl atropisomers are mols. defined by a stereogenic axis featuring at least one nonarene moiety. Among these, scaffolds bearing a conformationally stable C(sp2)-C(sp3) stereogenic axis have been observed in natural compounds; however, their enantioselective synthesis remains almost completely unexplored. Herein we disclose a new class of chiral C(sp2)-C(sp3) atropisomers obtained with high levels of stereoselectivity (up to 99% ee) by means of an organocatalytic asym. methodol. Multiple mol. motifs could be embedded in this class of C(sp2)-C(sp3) atropisomers, showing a broad and general protocol. Exptl. data provide strong evidence of the conformational stability of the C(sp2)-C(sp3) stereogenic axis (up to t1/225?¡ãC >1000 y) in the obtained compounds and show kinetic control over this rare stereogenic element. This, coupled with d. functional theory calculations, suggests that the observed stereoselectivity arises from a Curtin-Hammett scenario establishing an equilibrium of intermediates. Furthermore, the exptl. investigation led to evidence of the operating principle of central-to-axial chirality conversions.
Journal of the American Chemical Society published new progress about 118-90-1. 118-90-1 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Natural product, name is 2-Methylbenzoic acid, and the molecular formula is C8H8O2, COA of Formula: C8H8O2.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia