In 2022,Shi, Yinyin; Wang, Yue; Huang, Zhefan; Zhang, Fangjun; Shao, Yinlin published an article in ACS Omega. The title of the article was 《tBuOLi-Promoted Hydroboration of Esters and Epoxides》.Category: alcohols-buliding-blocks The author mentioned the following in the article:
Com. available and inexpensive lithium tert-butoxide (tBuOLi) acts as a good precatalyst for the hydroboration of esters, lactones, and epoxides using pinacolborane as a borylation agent. Functional groups such as cyano-, nitro-, amino-, vinyl, and alkynyl are unaffected under the presented hydroboration process, representing high chemoselectivity. This transformation has also been effectively applied to the synthesis of key intermediates of Erlotinib and Cinacalcet. Preliminary investigations of the mechanism show that the hydroboration proceeds through the in situ formed BH3 species. In the experimental materials used by the author, we found 3-Pyridinemethanol(cas: 100-55-0Category: alcohols-buliding-blocks)
3-Pyridinemethanol(cas: 100-55-0) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Category: alcohols-buliding-blocks
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts