ABC26OR0296 · Reagents Reaction Mechanisms and Named Reactions
Subject: Organic Chemistry · Chapter: Reagents Reaction Mechanisms and Named Reactions · Topic: Named Reactions · Exam: CSIR-NET JUNE 2016 · Marks: 2 · Difficulty: Medium
The correct reagent combination to effect the following reaction is: 
(a)(i) $\mathrm{NaBH}_{4}, \mathrm{CeCl}_{3}, \mathrm{MeOH}, 0^{\circ} \mathrm{C}$ (ii) $\mathrm{H}_{2},\left[\operatorname{Ir}(\mathrm{COD})(\mathrm{py}) \mathrm{P}(\mathrm{Cy})_{3}\left[\mathrm{PF}_{6}\right]\right.$ (iii) $\mathrm{Ph}_{3} \mathrm{P}, \mathrm{PhCO}_{2} \mathrm{H}, \mathrm{DEAD}$ (iv) $\mathrm{LiAlH}_{4}$
(b)i) Li, liquid $\mathrm{NH}_{3}$ ii) $\mathrm{H}_{2},\left[\operatorname{Ir}[\mathrm{COD})(\mathrm{py}) \mathrm{P}(\mathrm{Cy})_{3}\right] \mathrm{PF}_{6}$ iii) $\mathrm{Ph}_{3} \mathrm{P}, \mathrm{PhCO}_{2} \mathrm{H}, \mathrm{DEAD}$ iv) $\mathrm{NaBH}_{4}, \mathrm{CeCl}_{3}, \mathrm{MeOH}, 0^{\circ} \mathrm{C}$
(c)i) $\mathrm{H}_{2}, \mathrm{Pd} / \mathrm{C}$ ii) $\mathrm{LiAlH}_{4},-78^{\circ} \mathrm{C}$
(d)i) $\mathrm{H}_{2}$, Pd/C ii) Li , liquid $\mathrm{NH}_{3}$
Answer
Answer (as printed): A
Explanation
The mechanism of the reaction is shown below: Luche reduction is given by $\mathrm{NaBH_{4}}$, $\mathrm{CeCl_{3}}$ where carbonyl which is in conjugation with double bond is reduced to alcohol.