The primary (1) alcohol substituent on the 1,3-cyclohexadiene molecule shown below was transformed into the Tosylate...
The primary (1) alcohol substituent on the 1,3-cyclohexadiene molecule shown below was transformed into the Tosylate using chlorotrimethylsilane to produce a super leaving group. Hydrogen sulfide, H2S is a good nucleophile for a substitution reaction. Propose a complete "arrow-pushing" mechanism, including intermediate structures for the formation of the three listed products, HS HS heat SH SH (The-OTs leaves. Initial (1°) carbocation is OK, because of resonance stabilization.)