The most appropriate sequence of reactions for carrying out the following conversion is · ABC26OR0678
Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Exam: GATE 2000-2022 · Marks: 2 · Difficulty: Easy
The most appropriate sequence of reactions for carrying out the following conversion 
is
is(a)(i) Peracid; (ii) $\mathrm{H^{+}}$; (iii) Zn/dil. HCl
(b)(i) Alkaline $\mathrm{KMnO}_{4}$; (ii) $\mathrm{NaIO}_{4}$; (iii) $\mathrm{N}_{2}\mathrm{H}_{4}/\mathrm{KOH}$
(c)(i) Alkaline $\mathrm{KMnO}_{4}$; (ii) $\mathrm{H}^{+}$; (iii) $\mathrm{Zn}/\text{dil.}\ \mathrm{HCl}$
(d)(i) $\mathrm{O_3}$/$\mathrm{Me_2S}$; (ii) NaOEt; (iii) $\mathrm{N_2H_4}$/KOH
Answer
Answer: D ✓ checked by 4AB · confidence high
Explanation
Ozonolysis of Δ⁹⁽¹⁰⁾-octalin gives cyclodecane-1,6-dione. Intramolecular aldol condensation (NaOEt) gives the bicyclo[5.3.0] enone, and Wolff–Kishner reduction removes the C=O (d).
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