Copper-Catalyzed B(dan)-Installing Allylic Borylation of Allylic Phosphates was written by Yoshida, Hiroto;Murashige, Yuya;Osaka, Itaru. And the article was included in Advanced Synthesis & Catalysis in 2019.Reference of 1214264-88-6 This article mentions the following:
纬-Selective B(dan)-installing allylic borylation was found to proceed efficaciously by the reaction of an unsym. diboron, (pin)B-B(dan), with allylic phosphates under copper catalysis. The resulting allyl-B(dan) was convertible into 1,3-, 1,2-, or 1,1-diborylalkanes with different boron-Lewis acidity by B(pin)-installing hydroboration, and its C(sp3)-B(dan) bond turned out to be preferentially transformed into a C(sp3)-N bond, leaving the B(pin) intact, despite its well-accepted inertness toward various transformations. 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: 1214264-88-6Reference 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. A strong base can deprotonate an alcohol to yield an alkoxide ion (R鈥昈鈭?. For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. 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.Reference of 1214264-88-6
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts