The trimethylsilyl xylyl (TIX) ether: A useful protecting group for alcohols
A new protecting group for alcohols, the p-trimethylsilyl xylyl (TIX) group has been developed. The TIX group is used to protect various alcohols under acidic as well as basic conditions. The protected ethers thus formed had noteworthy chemoselectivity upon deprotection in the presence of other benzyl ethers and commonly used protecting groups. The stability of the TIX group towards various reagents has also been examined.
Reddy, Ch. Raji,Chittiboyina, Amar G.,Kache, Rajashaker,Jung, Jae-Chul,Watkins, E. Blake,Avery, Mitchell A.
p. 1289 - 1295
(2007/10/03)
An efficient and highly selective deprotecting method for β-(trimethylsilyl)ethoxymethyl ethers
A series of β-(trimethylsilyl)ethoxymethyl ethers were hydrolyzed to their corresponding alcohols in high yields by using a catalytic amount of CBr4 (15%) in MeOH under refluxing reaction conditions. The chemoselective deprotection between trialkylsilyl and β-(trimethylsilyl)-ethoxymethyl-protected alcohols can be achieved by using an alcohol with steric hindrance such as iPrOH. The selectivity also can be achieved in the CBr4/MeOH reaction mixture under ultrasonic reaction conditions.
Chen, Ming-Yi,Lee, Adam Shih-Yuan
p. 1384 - 1387
(2007/10/03)
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