Q.11.
Question
Question: Zingerone, a spicy-sweet component of cooked ginger, can be converted to its protected TBDMS ether A, as we learned in Chapter 20. How can A be converted to gingerol, a compound present in fresh ginger, using a directed aldol reaction as a key step?
Step-by-Step Solution
Verified Answer
Answer
1Step 1: Directed aldol reaction
The crossed aldol reaction, which clearly defines which carbonyl forms the enolate and which acts as the electrophile, is referred to as the directed aldol reaction.
2Step 2: Conversion of A to Gingerol
The conversion of compound A to Gingerol is shown below.
- Generation of enolate
Generation of enolate
- Attack of enolate on the carbonyl compound
Synthesis of Gingerol
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