Consider the reaction sequence shown below: TsCl = $p$-toluenesulfonyl chloride
The question provided involves a reaction sequence in organic chemistry where the task is to identify the oxidant used in step 1. The relevant image depicting the reaction scheme is provided below:
In this specific reaction sequence, the role of the oxidant is crucial. The options given are:
- CrO_3
- OsO_4
- NaIO_4
- m-CPBA followed by NaOH
Let's discuss the role of each option in oxidation reactions:
- CrO_3 is typically used for the oxidation of primary alcohols to carboxylic acids or secondary alcohols to ketones.
- OsO_4 is used for the cis-dihydroxylation of alkenes, leading to the formation of vicinal diols.
- NaIO_4 is used for oxidative cleavage of vicinal diols.
- m-CPBA is a peroxy acid used for epoxidation of alkenes, and the subsequent use of NaOH can result in the formation of diols under certain conditions.
Based on the description provided in the comprehension and the common uses of these reagents, it can be concluded that the oxidant used in step 1 is OsO_4. This reagent is specifically used in the conversion of alkenes into diols, which matches the reaction requirements as stated in the question.
Thus, the oxidant OsO_4 is the correct answer.
Important Questions from Organic Synthesis
For an unambiguous single step synthesis of the following target molecule (TM), the best bond disconnection in its retrosynthetic analysis is
The major products X and Y formed in the following reaction sequences are
For the following reaction, the possible product(s) is/are
The reaction(s) that yield(s) X as the major product is (are)
The major products E and F in the following reaction sequence are
