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The trimethylsilyl xylyl (TIX) ether: a useful protecting group for alcohols

2004; Elsevier BV; Volume: 61; Issue: 5 Linguagem: Inglês

10.1016/j.tet.2004.11.023

1464-5416

Ch. Raji Reddy, Amar G. Chittiboyina, Rajashaker Kache, Jae‐Chul Jung, E. Blake Watkins, Mitchell A. Avery,

Carbohydrate Chemistry and Synthesis

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.