A Brief Introduction to Organic Chemistry – FINAL EXAM
This is an example from a recent publication (Org. Lett. 2011, Article ASAP. DOI: 10.1021/ol201354k).
In short, if you mix 2-hydroxy-2-methylbutan-3-one (1) with sodium hydride in the presence or absence (sic!) of ethyl formate (2) and then perform an acid workup, you will get compound 3.
1. What is the structure of compound 3? Mind the stereochemistry.
2. What is the mechanism for the formation of compound 3?
3. What is the correct IUPAC name for compound 3?