Chem 335 - Winter 2002
Organic Chemistry II
Dr. Carl C. Wamser
Carey, pages 393 - 397:
Problems 10.17 - 10.38
1. Write all the possible stereoisomers that could result from the Diels-Alder reaction of (E,E)-2,4-hexadiene with cis-2-butenedinitrile (cis-1,2-dicyanoethylene).
Given the preference for endo addition and minimizing steric hindrance, predict the major product(s). Would this product be described as racemic, achiral, or optically active?