What is the major product of the following reaction sequence?
I'm supposed to work out the structures of both 2 and 3, but I already know 2 to be 1-methylcyclopentene (as the most substituted alkene is formed during elimination).
For the hydroboration step, boron should add to the less substituted carbon (in an anti-Markovnikov fashion). However, I'm not sure which of the two choices B and C is correct. Why should one diastereomer be formed preferentially over the other?