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Chapter 23: Q61. (page 924)

Question: A key step in the synthesis of 尾-vetivone, a major constituent of vetiver, a perennial grass found in tropical and subtropical regions of the world, involved the reaction of compound A and dihalide B with two equivalents of LDA to form C. Draw a stepwise mechanism for this reaction. 尾-Vetivone contains a spiro ring system鈥攖hat is, two rings that share a single carbon atom.

Short Answer

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Answer

Step by step solution

01

Lithium diisopropylamide

Lithium diisopropylamide (LDA) is a strong base that does not act as a nucleophile and hence can be used to abstract protons from a compound.

02

Mechanism of the given reaction

The given reaction involves the following steps:

  • Abstraction of the acidic proton using LDA.
  • The reaction of carbanion with alkene and the formation of a new C-C (carbon-carbon) bond.


Mechanism of the reaction

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