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Question

The ene-yne that produces a chiral compound upon treatment with Lindlar's catalyst is:

A
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B
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C
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D
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Solution

The correct option is B
Lindlar's catalyst is a palladium catalyst (Pd/CaCO3) deliberately poisoned with lead [(Pb(OAc)2], which is used to reduce alkynes to Z-alkenes.

Here, (b) has a chiral centre and is optically active. After treatment with Lindlar's catalyst, the product formed also retained its chirality. E and Z isomers are taken as different substituents.

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