Reagent for divalent sulfur protection: Preparation of 4- methylbenzenesulfonothioic acid, S-[[[(1,1-dimethylethyl) - Dimethylsilyl]oxy] methyl] ester
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Wang, Lihong,Clive, Derrick L.J.
p. 10 - 24
(2014/04/03)
[[(tert-Butyl)dimethylsilyl]oxy]-methylGroup for sulfur protection
Aromatic and aliphatic thiols can be protected by reaction with t-BuMe 2SiOCH2Cl in DMF in the presence of a base (2,6-lutidine or proton sponge); the resulting t-BuMe2SiOCH2SR or t-BuMe2SiOCH2SAr are deprotected by sequential treatment with Bu4NF and I2 to give symmetrical disulfides. Another mode of deprotection involves reaction with a sulfenyl chloride; this process gives an unsymmetrical disulfide and was examined with Me(CH2) 11SCH2OSiMe2Bu-t and three sulfenyl chlorides.
Wang, Lihong,Clive, Derrick L. J.
p. 1734 - 1737
(2011/06/09)
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