Hydroboration of Alkenes
Submitted by Germán Fernández on Sun, 07/15/2012 - 14:55
Hydroboration converts alkenes to alcohols with antiMarkovnikov regioselectivity. In this reaction a boron hydride adds to a carbon-carbon double bond to form a new carbon-boron bond.
The reacción finish with a stage of oxidation by treatment with hydrogen peroxide in aqueous base.
Hidroboración is a syn reaction, alcohol and hydrogen adds for the same side of alkene.
Mechanism:
Step 1. Borane adds to the double bond for yield an alkyl borane.
Step 2. The organoborane is oxidized by treatment with hydrogen peroxide in aqueous base.
Hydroboration of Methylcyclopentene
Hydroboration of 2-Methylbut-2-ene
