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Question

Which of the follwing would help accomplish the following conversion in a single step:


A
Dissolved metal reduction
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B
Catalytic hydrogenation with Pt
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C
Catalytic hydrogenation with Lindlar Pd/C
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D
Catalytic hydrogenation with Raney Nickel
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Solution

The correct option is C Catalytic hydrogenation with Lindlar Pd/C
Observe that the substrate has a triple bond between carbons 2 and 3 which becomes a cis configuration double bond in the product.
Also, there is the small aspect of a hydroxyl acid becoming a lactone.

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