Q29 · CSIR NET Chemistry, June 2011
Paper: CSIR NET June 2011 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Named Reactions · Marks: 2 · Difficulty: Medium
The major product formed in the following reaction is:
+ 
+ 
(a)

(b)

(c)

(d)

Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
Sonogashira coupling gives 3-phenylprop-2-yn-1-ol; LiAlH₄ reduces the propargylic alcohol trans (via the alkoxide-directed hydroalumination) to (E)-cinnamyl alcohol (c).
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