Fundamentals of Organic ChemistryChemistryAlcohols Phenols and Ethers
Which of the following reactions yields a cis -diol as the major product?
Options
- A[ (ii) H ₂ O / OH ⁻] (i) KMnO ₄
- B[ (ii) Na ₂ SO ₃] (i) OsO ₄
Correct answer
2
Step-by-step solution
To determine which reaction yields a cis -diol, we need to analyze the stereochemistry of the addition reactions for each given reagent: 1. Reagents and their stereochemical outcomes: - KMnO ₄ / OH ⁻ (cold, dilute) performs syn -hydroxylation. - H ₂ O ₂ / HCOOH generates performic acid in situ, which forms an epoxide that is subsequently opened by water, resulting in anti -hydroxylation. - OsO ₄ followed by Na ₂ SO ₃ performs syn -hydroxylation. 2. Analyzing the options: - Option (A): The reactant is an acyclic cis