Methylene acetal formation from 1,2- and 1,3-diols using an O,S-acetal, 1,3-dibromo-5,5-dimethylhydantoin, and BHT.
Tomohiro Maegawa, Yasuyuki Koutani, Kazuki Otake, Hiromichi Fujioka
Graduate School of Pharmaceutical Sciences, Osaka University, Suita, Osaka 565-0871, Japan.
The Journal of organic chemistry 2013 Apr 5A mild and efficient method for formation of methylene acetals from 1,2- and 1,3-diols using methoxymethylphenylsulfide, 1,3-dibromo-5,5-dimethylhydantoin (DBDMH), and dibutylhydroxytoluene (BHT) is described. The use of BHT in this process suppresses side reactions and enables high-yielding formation of methylene acetals of various diols, including carbohydrate-type substrates.
Citation
Tomohiro Maegawa, Yasuyuki Koutani, Kazuki Otake, Hiromichi Fujioka. Methylene acetal formation from 1,2- and 1,3-diols using an O,S-acetal, 1,3-dibromo-5,5-dimethylhydantoin, and BHT. The Journal of organic chemistry. 2013 Apr 5;78(7):3384-90
Mesh Tags
Substances
PMID: 23409831
View Full Text
