Skip to main content
Pearson+ LogoPearson+ Logo
16. Conjugated Systems - Part 2 of 3
16. Conjugated Systems / Diels-Alder Reaction / Problem 2
Problem 2

The first step of the following series of reactions is Stille coupling. In a basic solution, the product (A) of the first step tautomerizes to produce compound B, and compound B is immediately converted to compound C.
(a) Draw the structure of compound A.
(b) Propose a mechanism for the formation of compound B from compound A.
Reaction scheme showing Stille coupling to form compound A, followed by tautomerization to compounds B and C.