Chapter 12, Problem 36P

Draw the organic products formed when allylic alcoholA is treated with each reagent.

a. ${\text{H}}_{\text{2}}+\text{Pd-C}$

b. $\text{mCPBA}$

c. $\text{PCC}$

d. ${\text{CrO}}_{\text{3}},{\text{H}}_{\text{2}}{\text{SO}}_{\text{4}},{\text{H}}_{\text{2}}\text{O}$

e. ${\left({\text{CH}}_{\text{3}}\right)}_{\text{3}}\text{COOH}$, $\text{Ti}{\left[\text{OCH}{\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}\right]}_{\text{4}}$, $(+)\text{-DET}$

f. ${\left({\text{CH}}_{\text{3}}\right)}_{\text{3}}\text{COOH}$, $\text{Ti}{\left[\text{OCH}{\left({\text{CH}}_{\text{3}}\right)}_{\text{2}}\right]}_{\text{4}}$, $(-)\text{-DET}$

g. [1] ${\text{PBr}}_{\text{3}}$ ; [2] ${\text{LiAlH}}_{\text{4}}$;[3] ${\text{H}}_{\text{2}}\text{O}$

h. ${\text{HCrO}}_4^{-}\text{-Amberlyst}\text{A-}26$ resin