Step 1 — Hydroboration (BH3 or 9-BBN + alkene):
- Concerted 4-center transition state (no carbocation intermediate)
- B adds to less substituted C (anti-Markovnikov — steric control)
- H adds to more substituted C
- Syn addition (both from same face)
- Occurs 3 times: alkene + BH3 → R3B (trialkylborane)
Step 2 — Oxidation :
- Replaces B with OH (retention of configuration)
- Net result: Anti-Markovnikov, syn addition of H and OH
JEE importance: This is the key reagent for converting terminal alkenes to primary alcohols (anti-Markovnikov). Compare with acid-catalyzed hydration (Markovnikov → secondary/tertiary alcohol).