Chapter 12, Problem 60P

Interpretation Introduction

Interpretation:

The structures of the compounds A and B are to be suggested on the basis of the given observations, and the relationship between them is to be determined.

Concept introduction:

Alkene undergoes hydroboration-oxidation reaction which results in the formation of alcohol.

It is a two-step reaction, which takes place with a regioselectivity opposite to the Markovnikov’s rule.

A hydrogen and hydroxyl group are added to the double bonded carbon atoms in a syn manner.

The hydrogen adds to the more substituted carbon atom while the hydroxyl gets attached to a less substituted carbon atom. There are no carbocations formed, and hence no rearrangements take place.

Enantiomers are mirror images. They have opposite configuration at each chiral center.

Diastereomers have the same configuration at one chiral center and opposite configuration at the other chiral center.