Facile Direct Coupling Reactions of MOM‐protected Benzylic Alcohols Using Aluminum Chloride

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. I...

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Bibliographic Details
Published in:Bulletin of the Korean Chemical Society 2021, 42(9), , pp.1195-1198
Main Authors: Bui, Tien Tan, Kim, Hee‐Kwon
Format: Article
Language:English
Subjects:
Allylation
Aluminum chloride
Azidation
Lewis acid catalysts
MOM‐protected alcohols
화학
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Summary: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. The direct formation of allylic compounds and azido compounds was successfully achieved from benzyl MOM ethers using catalytic amounts of aluminum chloride.
ISSN:1229-5949
0253-2964
1229-5949
DOI:10.1002/bkcs.12358