[ThumbOnYes]

Hi everybody,

Sorry if my english is bad, it's not my native language.
There's something I don't understand. An hydroxyl tBu-protected is cleaved using trifluoroacetic (during peptide synthesis in this case). On the contrary, a thiol tBu-protected is acid-stable.
Why a thiol tBu-protected is acid stable ?!! I don't understand the reasons behind this difference of reactivity. What difference between a thioether and an ether there is for one to be acid-labile and the other acid-stable ??

Thank you.