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Chapter 23: Q7. (page 924)

Question: Draw the product formed when each starting material is treated with LDA in THF solution at 鈥�780C.

Short Answer

Expert verified

Answer

The products formed when each starting material is treated with LDA are shown below.

Step by step solution

01

Definition of LDA

LDA is a non-nucleophilic strong base that abstracts protons from the least hindered C-H group.

02

Function of LDA

Due to its bulky nature due to the attached isopropyl groups with the nitrogen atom, it always acts as a base. It withdraws protons from the least hindered site.

The products of the given reaction are:

Reaction of a

Reaction of b

Reaction of c

Reaction of d

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Most popular questions from this chapter

Question: Explain why pentane-2,4-dione forms two different alkylation products (A or B) when the number of equivalents of base is increased from one to two.

Question:What is the major enolate (or carbanion) formed when each compound is treated with LDA?

Question: Draw the organic products formed in each reaction

Question: What enolate is formed when each ketone is treated with LDA in THF solution? What enolate is formed when these same ketones are treated with NaOCH3in CH3OHsolution?

Question: Acyclovir is an effective antiviral agent used to treat the herpes simplex virus. (a) Draw the enol form of acyclovir, and explain why it is aromatic. (b) Why is acyclovir typically drawn in its keto form, despite the fact that its enol is aromatic?
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