Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter Term

Quiz 14

1. (2 points) Draw accurate structures for the following compounds.

a) The Grignard reagent made from 4-bromotoluene.

b) The organocopper reagent made from 2 equivalents of isobutyllithium.

2. (4 points) Complete the following reactions by adding the missing part: either the necessary reagents and conditions or the final major product. Show stereochemistry if it is specific.

3. (4 points) For the following compound show a retrosynthetic analysis coming from an appropriate 3-carbon alcohol and a suitable ketone.

b) Now show the forward synthesis with the appropriate reagents and conditions for each step.