Which of the following sequences of reagents will move the alcohol functional group from the tertiary position of 1-methylcyclohexanol to a secondary position?
◦ 1. KOtBu; 2. Hg(OAc)2, H2O; 3. NaBH4
◦ 1. TsCl, pyr; 2. KOtBu; 3. BH3-THF; 4. H2O2, NaOH
◦ 1. H2SO4, heat; 2. BH3-THF; 3. H2O2, NaOH
◦ 1. TsCl, pyr; 2. NaOH; 3. BH3-THF; 4. H2O2, NaOH
◦ C and D