The Stereoselective Introduction of the C15 OH Group on the W

question 21

Multiple Choice

The stereoselective introduction of the C15 OH group on the w side chain of prostaglandins has presented a challenge for synthetic chemists.Recently,Mulzer and co-workers demonstrated a new route in which the w side chain is synthesized independently and then attached to the bicyclic counterpart.What is the appropriate sequence of reagents for the following synthesis?

• A)(1)PBr₃; (2)Grubbs' catalyst,Reagent X; (3)KOC(CH₃)₃
• B)(1)PCC; (2)Ph₃P=CH₂; (3)Grubbs' catalyst,Reagent X
• C)(1)PBr₃; (2)Ph₃P=CH₂; (3)Grubbs' catalyst,Reagent X
• D)(1)TsCl,pyridine; (2)Grubbs' catalyst,Reagent X; (3)KOC(CH₃)₃

---

Definitions:

Sample Means

The average values obtained from multiple subsets of a population.

Unbiased Estimator

A statistical estimator that, on average, accurately reflects the parameter it estimates, meaning its expected value is equal to the true value of the parameter.

Standard Error

A statistical measure that quantifies the amount of variability in the sampling distribution of a statistic, often used in the context of mean or proportion.

Sample Size

The number of observations or data points that form part of a sample taken from a larger population for the purpose of statistical analysis.