Chiral Cp-Rhodium(III)-Catalyzed Asymmetric Hydroarylations of 1,1-Disubstituted Alkenes was written by Ye, Baihua;Donets, Pavel A.;Cramer, Nicolai. And the article was included in Angewandte Chemie, International Edition in 2014.Name: Methyl 3-bromo-5-hydroxybenzoate This article mentions the following:
A metal-catalyzed functionalization at the ortho position of a directing group have become an efficient bond-forming strategy. A wide range of transformations that employ Cp*RhIII catalysts have been described, but despite their synthetic potential, enantioselective variants that use chiral versions of the Cp* ligand remain scarce (Cp* = pentamethylcyclopentadiene). Cyclopentadiene compounds with an atropchiral biaryl backbone are shown to be suitable ligands for the efficient intramol. enantioselective hydroarylation of aryl hydroxamate derivatives Dihydrofuran derivatives that bear methyl-substituted quaternary stereocenters are thus obtained by carbon-hydrogen bond (C-H bond) functionalization under mild conditions. Under optimized conditions the synthesis of the target compounds was achieved using [(3a,4,5,6,6a-η)-(13cR)-3,7-dihydro-2,8-dimethoxy-3aH-cyclopenta[6,7]cycloocta[2,1-a:3,4-a‘]dinaphthalen-3a-yl]bis(η2-ethene)rhodium as catalyst. A chiral ligand was (13bR)-5,7-dihydro-2,8-dimethoxy-3H-cyclopenta[6,7]cycloocta[2,1-a:3,4-a’]dinaphthalene. The title compounds thus formed included a benzofuran derivative (I) and related substances, such as an indole derivative Reactants included hydroxamate derivatives, such as N-methoxy-3-[[3-[(phenylmethoxy)methyl]-2-propenyl]oxy]benzamide derivatives In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1Name: Methyl 3-bromo-5-hydroxybenzoate).
Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Name: Methyl 3-bromo-5-hydroxybenzoate
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary