Detection and Decomposition of Di-tert-butyl Disulfide - Polyoxide Derivatives
The chemistry of di-tert-butyl disulfide polyoxide derivatives has been investigated.Low-temperature experiments permit the clear detection of vic-disulfoxides (α-disulfoxides).In addition, a proposal for a decomposition mechanism that accounts for the detection of one of the diastereoisomers and the formation of the final products has been advanced.The formation of di-tert-butyl thiosufonate was also shown to be solvent and concentration dependent.Finally, low-temperature experiments permit the detection of the sulfinyl sulfone and vic-disulfone derivatives.A general mechanism has been proposed for the decomposition of these disulfide polyoxide derivatives.
Derbesy, Gerard,Harpp, David N.
p. 1044 - 1052
(2007/10/02)
Electro-oxidative Neutral Deprotection of S-t-Butyl Thioates to give Carboxylic Acids
t-Butyl thioates are proposed as a convenient protecting group for carboxylic acids, because their deprotection under neutral conditions can be attained by electro-oxidation using bromide salts as electrolytes in aqueous acetonitrile.