Question

1. ch₃co₃h 2. h⁺, h₂o
2. bh₃·thf 2. h₂o₂, ho⁻

oso₄
ch₃co₃h

Explanation:

Step1: Analyze the reaction type

This is an epoxidation - hydrolysis reaction.

Step2: Consider reagent functions

• \( \text{CH}_3\text{CO}_3\text{H} \) (peroxyacetic acid) is an epoxidizing agent. It can react with the double bond in the cycloalkene (the reactant) to form an epoxide (the first - step product).
• \( \text{H}^+,\text{H}_2\text{O} \) (acid - catalyzed hydrolysis) can further react with the epoxide. The acid - catalyzed hydrolysis of an epoxide can lead to the formation of a diol with a specific stereochemistry (in this case, considering the enantiomer formation).

Step3: Evaluate other reagents

• \( \text{BH}_3\cdot\text{THF} \) followed by \( \text{H}_2\text{O}_2,\text{HO}^- \) is for hydroboration - oxidation (forms alcohols with anti - Markovnikov addition, not relevant here).
• \( \text{OsO}_4 \) is for dihydroxylation (forms cis - diols directly from alkenes, not the two - step epoxidation - hydrolysis process).
• Using only \( \text{CH}_3\text{CO}_3\text{H} \) would only give the epoxide, not the final product (after hydrolysis).

Answer:

1. \( \text{CH}_3\text{CO}_3\text{H} \) 2. \( \text{H}^+,\text{H}_2\text{O} \)