Hydroboration – Anti-Markovnikov!
Overall: net addition of water across double bond (hydration) but opposite to acid
catalyzed sense – anti-Markovnikov
Secondary carbon is a little less electronegative. Attracts H rather than BH 2
B ends up on smaller (less substituted) carbon
Peroxyacid addition to alkene
Ethylene oxide – simplest epoxide
Addition of hydrogen
Reaction does not occur because barrier is too high (H b2nd is too strong)
In presence of catalyst (Pd on carbon, or Pd/C, Pt on carbon, Ni, others), metal
facilitates 2 activation and reaction occurs.
Metal facilitates lower energy route.