220322-74-7Relevant articles and documents
Facile Direct Coupling Reactions of MOM-protected Benzylic Alcohols Using Aluminum Chloride
Bui, Tien Tan,Kim, Hee-Kwon
supporting information, p. 1195 - 1198 (2021/08/03)
MOM group is one of the most commonly used protecting groups for alcohols. This study describes novel direct functionalization of the MOM-protected benzylic alcohols. Preparation of allylic compounds from benzyl MOM ethers was successfully achieved by utilization of allyltrimethylsilane and AlCl3. In addition, direct azidation of benzyl MOM ethers using TMSN3 was successful carried out under AlCl3-mediated reaction conditions. These results demonstrate that this novel synthetic procedure is a promising approach to direct functionalization of MOM-protected alcohols including allylation and azidation.
Scandium as a pre-catalyst for the deoxygenative allylation of benzylic alcohols
?oli?, Ivan,Seankongsuk, Pattarakiat,Loh, Joanna Kejun,Vilaivan, Tirayut,Bates, Roderick W.
supporting information, p. 119 - 123 (2017/12/27)
Scandium triflate is an effective pre-catalyst for the deoxygenative allylation of benzylic alcohols with a narrow substrate window. The reaction is shown to proceed through a "hidden Br?nsted acid" mechanism. The reaction is efficient provided that the aryl group is neither too electron rich nor too electron poor. It is shown that this allows useful selectivity. The reaction also works for benzyhydryl alcohols with broader scope. The reaction may also be catalysed by Nafion.
A general Br?nsted acid-catalyzed allylation of benzhydryl alcohols
Orizu, Ifedi,Bolshan, Yuri
supporting information, p. 5798 - 5800 (2016/12/03)
Efficient Br?nsted acid-catalyzed allylation of benzhydryl alcohols has been developed. The reaction occurs within 5?min in the presence of sub-stoichiometric amounts of HBF4·OEt2to afford the desired products in good to excellent yields. A variety of functional groups were tolerated under the developed conditions including amides, aldehydes, hydroxyl and carboxylic acid.