A Clear-Cut Example of Selective Bpin-Bdan Activation and Precise Bdan Transfer on Boron Conjugate Addition was written by Cid, Jessica;Carbo, Jorge J.;Fernandez, Elena. And the article was included in Chemistry – A European Journal in 2014.Product Details of 1214264-88-6 This article mentions the following:
Activating the non-sym. Bpin-Bdan diboron reagent with alkoxide leads to the formation of two possible adducts: MeO–→Bpin-Bdan or MeO–→Bdan-Bpin. Exptl. and theor. investigation confirms that the MeO–→Bpin interaction is preferred and thus selective formation of a C-Bdan bond upon reaction with an activated C:C bond. 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: 1214264-88-6Product Details of 1214264-88-6).
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. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Product Details of 1214264-88-6
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts