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Chapter 24: Q.31. (page 962)

Question: Draw the product formed in each directed aldol reaction.

Short Answer

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Answer

Step by step solution

01

LDA

Lithium diisopropylamide (LDA) is a strong base with the molecular formula [CH32CH]2NLi. In combination with H2O, it gives directed aldol reaction effectively.

02

Cross-aldol reaction

The base abstracts the hydrogen ion H+ from the enolizable aldehyde to initiate the reaction.

03

Product of the given reaction

a. The product of the given reaction is shown hereunder.

Product of a.

b. The product of the given reaction is shown hereunder.

Product of b.

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Most popular questions from this chapter

Question: Following the two-step reaction sequence depicted in Figure 24.5, write out the steps needed to convert A to B.

Question: A key step in the synthesis of donepezil (trade name Aricept) is a directed aldol reaction that forms α,β-unsaturated carbonyl compound X. What carbonyl starting materials are needed to prepare X using a directed aldol reaction? What reagents are needed to convert X to donepezil?

Question: Which carbonyl compounds do not undergo an aldol reaction when treated with OH- in H2O ?

Question:Coumarin, a naturally occurring compound isolated from lavender, sweet clover, and tonka bean, is made in the laboratory fromo-hydroxybenzaldehyde by the reaction depicted below. Draw a stepwise mechanism for this reaction. Coumarin derivatives are useful syntheticanticoagulants.

Question: What carbonyl starting materials are needed to prepare each compound using a directed aldol reaction?
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