Biocatalytic strategy for highly diastereo- and enantioselective synthesis of 2,3-dihydrobenzofuran-based tricyclic scaffolds was written by Vargas, David A.;Khade, Rahul L.;Zhang, Yong;Fasan, Rudi. And the article was included in Angewandte Chemie, International Edition in 2019.Reference of 128851-73-0 This article mentions the following:
2,3-Dihydrobenzofurans are key pharmacophores in many natural and synthetic bioactive mols. A biocatalytic strategy is reported here for the highly diastereo- and enantioselective construction of stereochem. rich 2,3-dihydrobenzofurans in high enantiopurity (>99.9% de and ee), high yields, and on a preparative scale via benzofuran cyclopropanation with engineered myoglobins. Computational and structure-reactivity studies provide insights into the mechanism of this reaction, enabling the elaboration of a stereochem. model that can rationalize the high stereoselectivity of the biocatalyst. This information was leveraged to implement a highly stereoselective route to a drug mol. and a tricyclic scaffold featuring five stereogenic centers via a single-enzyme transformation. This work expands the biocatalytic toolbox for asym. C-C bond transformations and should prove useful for further development of metalloprotein catalysts for abiotic carbene transfer reactions. In the experiment, the researchers used many compounds, for example, 6-Bromobenzofuran (cas: 128851-73-0Reference of 128851-73-0).
6-Bromobenzofuran (cas: 128851-73-0) belongs to benzofurans derivatives. Benzofurans are compounds with a planar structure having 10 pi electrons that include the lone pair on oxygen atom, which makes it more susceptible to electrophilic attack. Benzofurans have also made significant and distinctive contributions to biology. They exhibit several biological activities that range from antiviral, antimicrobial, antitumor, anti-inflammatory.Reference of 128851-73-0
Referemce:
Benzofuran – Wikipedia,
Benzofuran | C8H6O – PubChem