Barrios Antunez, Diego-Javier published the artcileCatalytic enantioselective synthesis of perfluoroalkyl-substituted β-lactones via a concerted asynchronous [2+2]-cycloaddition: a synthetic and computational study, Synthetic Route of 104-01-8, the main research area is perfluoroalkyl beta lactone preparation stereoselective; sym anhydride perfluoroalkylketone asynchronous cycloaddition isothiourea catalyst.
The enantioselective preparation of a range of perfluoroalkyl-substituted β-lactones through an isothiourea (HyperBTM) catalyzed reaction using sym. anhydrides as ammonium enolate precursors and perfluoroalkylketones (RF = CF3, C2F5, C4F9) is reported. Following optimization, high diastereo- and enantioselectivity was observed for β-lactone formation using C2F5- and C4F9-substituted ketones at room temperature (26 examples, up to >95:5 dr and >99:1 er), while -78° was necessary for optimal dr and er with CF3-substituted ketones (11 examples, up to >95:5 dr and >99:1 er). Derivatisation of the β-lactones through ring-opening, as well as a two-step conversion to give perfluoroalkyl-substituted oxetanes, is demonstrated without loss of stereochem. integrity. D. functional theory computations, alongside 13C natural abundance KIE studies, have been used to probe the reaction mechanism with a concerted asynchronous [2+2]-cycloaddition pathway favored over a stepwise aldol-lactonization process.
Chemical Science published new progress about [2+2] Cycloaddition reaction, stereoselective. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Synthetic Route of 104-01-8.
Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem