Sunday, September 30, 2007

Hydroboration of alkenes

BH3, thexylborane, Sia2BH ,9-BBN

Boron atom adds to the less hindered carbon. Sia2BH gives aldehyde(alkyne addition).
after quenching by base, oxidation removes the boron and gives an alcohol.

H2O2, sodium borate can be used to oxidize the borane.

dimethyl sulfide/1,4-dioxane can stabilize BH3 in THF.

Borane can easily chelate with oxygen atom(ex. protected alcohol). In some case, may give unexpected product.

BH3 took off TBS in my case.

No comments: