Photo-Organocatalytic Enantioselective Radical Cascade Reactions of Unactivated Olefins was written by Bonilla, Pablo;Rey, Yannick P.;Holden, Catherine M.;Melchiorre, Paolo. And the article was included in Angewandte Chemie, International Edition in 2018.Electric Literature of C12H16BBrO2 This article mentions the following:
Radical cascade processes are invaluable for their ability to rapidly construct complex chiral mols. from simple substrates. However, implementing catalytic asym. variants is difficult. Reported herein is a visible-light-mediated organocatalytic strategy that exploits the excited-state reactivity of chiral iminium ions to trigger radical cascade reactions with high enantioselectivity. By combining two sequential radical-based bond-forming events, the method converts unactivated olefins and α,β-unsaturated aldehydes into chiral adducts in a single step. The implementation of an asym. three-component radical cascade further demonstrates the complexity-generating power of this photochem. strategy. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Electric Literature of C12H16BBrO2).
2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Electric Literature of C12H16BBrO2
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts