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Chapter 31: Q.30. (page 1231)

Question: Draw a stepwise mechanism for the conversion of neryl diphosphate to 伪-pinene, 伪-pineneis a component of pine oil and rosemary oil.

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A stepwise mechanism for the conversion of neryl diphosphate to 伪-pineneis:

Step by step solution

01

Biosynthesis of terpenes and terpenoids

A diphosphate is a leaving group in the biosynthesis of terpenes and terpenoids.There are two main steps: one is forming a new sigma bond between two carbon atoms, and the other is forming a new pi bond.

02

Stepwise mechanism for the conversion of neryl diphosphate to  α-pinene

In the first step, diphosphate loss occurs, forming a resonance stabilized carbocation.

In the second step, a pi bond is formed by the proton loss (with a base B), forming a 伪-pinene.

Stepwise mechanism

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