Chapter 27.SE, Problem 38AP

Interpretation Introduction

Interpretation:

A mechanistic pathway for the biosynthesis of isoborneol involving a carbocation rearrangement is to be proposed.

Concept introduction:

The steps involved in the biosynthesis of isoborneol from linalyl diphosphate are i) Ring closure by attack of the double bond to yield a carbocation. ii) Attack of another double bond on the carbocation to produce a bicyclic carbocation iii) Nucleophilic attack by water iv) Deprotonation.

To propose:

A mechanistic pathway for the biosynthesis of isoborneol involving a carbocation rearrangement.