Q7.
Question
Question: Draw the product formed when each starting material is treated with LDA in THF solution at –780 C.
Step-by-Step Solution
Verified Answer
Answer
The products formed when each starting material is treated with LDA are shown below.
1Step 1: Definition of LDA
LDA is a non-nucleophilic strong base that abstracts protons from the least hindered C-H group.
2Step 2: 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
Other exercises in this chapter
Q5.
Question: Which C-H bonds in the following molecules are acidic because the resulting conjugate base is resonance stabilized?
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Question: Rank the protons in the labeled CH2 groups in order of increasing acidity, and explain why you chose this order.
View solution Q8.
Question: As we learned in Chapter 20, organolithium reagents (RLi) are strong bases that readily react with acidic protons. Why aren’t organolithium reag
View solution Q9.
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 NaO
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