Copper-catalyzed stereoselective aminoboration of bicyclic alkenes was written by Sakae, Ryosuke;Hirano, Koji;Satoh, Tetsuya;Miura, Masahiro. And the article was included in Angewandte Chemie, International Edition in 2015.Synthetic Route of C16H20B2N2O2 This article mentions the following:
A copper-catalyzed aminoboration of bicyclic alkenes, including oxa- and azabenzonorbornadienes, gives exo-2-aminoboronates as a result of three-component addition of diboronate and O-acylhydroxylamine to the endocyclic double bond. With this method, amine and boron moieties are simultaneously introduced at an olefin with exo selectivity. Subsequent stereospecific transformations of the boryl group can provide oxygen- and nitrogen-rich cyclic mols. with motifs that may be found in natural products or pharmaceutically active compounds Moreover, a catalytic asym. variant of this transformation was realized by using a copper complex with a chiral bisphosphine ligand, namely (R,R)-Ph-BPE. In the experiment, the researchers used many compounds, for example, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (cas: 1214264-88-6Synthetic Route of C16H20B2N2O2).
2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine (cas: 1214264-88-6) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Synthetic Route of C16H20B2N2O2
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts