Munday, Elizabeth S. published the artcileIsothiourea-Catalyzed Atropselective Acylation of Biaryl Phenols via Sequential Desymmetrization/Kinetic Resolution, Application of 1-Bromo-4-fluoro-2-methylbenzene, the main research area is biaryldiol monoester enantioselective preparation; imidazolobenzothiazole pyrimidobenzothiazole catalyst enantioselective acylation biaryldiol; isothiourea catalyst enantioselective acylation biaryldiol; mechanism tandem acylation kinetic resolution biaryldiol pyrimidobenzothiazole catalyst; transition state structure free energy enantioselective acylation biaryldiol; atropisomers; desymmetrization; isothiourea; kinetic resolution; organocatalysis.
Nonracemic biaryldiol monoesters such as I were prepared by desymmetrization of racemic biaryldiols with isobutyric anhydride and diisopropylethylamine in CH2Cl2 in the presence of nonracemic imidazo- or pyrimidobenzothiazoles. The optimal catalyst depended on the substitution pattern of the biaryldiol. The kinetics of the reaction were determined to understand the enantioselectivity of the acylation; the observed enantioselectivity is a result of an enantioselective desymmetrization coupled to a chiroablative kinetic resolution The free energies and structures of potential transition states were determined using DFT calculations to understand the factors leading to high enantiocontrol; maintenance of substrate planarity to maximize a 1,5-S···O interaction within the key acyl ammonium intermediate is the major determinant of acylation selectivity and thus product enantioselectivity.
Angewandte Chemie, International Edition published new progress about Acylation catalysts (stereoselective). 452-63-1 belongs to class bromides-buliding-blocks, name is 1-Bromo-4-fluoro-2-methylbenzene, and the molecular formula is C7H6BrF, Application of 1-Bromo-4-fluoro-2-methylbenzene.
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary