Question

Be sure to answer all parts. In theory, the intramolecular aldol reaction of 6-oxoheptanal could yield the three compounds shown below. It turns out, though, that l-acetylcyclopentene is by far the major product. Why are the other two compounds (B and C) formed in only minor amounts? Select the single best stepwise mechanism to show how each of the three products is formed. CHO OH CHO HAO 6-oxoheptanal 1-acetylcyclopentene major product l-acetylcyclopentene is the major product formed because its enolate is (select) substituted than either of the other two possible enolates and attacks the carbonyl group which is sterically (select) hindered.

Answer 1

9n theory, he intramoletulr aldol le 6-010heptana Could Yield cemp. hown be ow Сио Сио majo (A) O1 Thecovrec+ mechanis m er the major pod. A' willbe Slli d 0phon 4s covrect Thirdd Ou mechznism сио 5membered и Con H-OH abstract alpha H-atom &-2 Product B'(secomd ophion s corre ct) Smenterre rins SO1 и и (о и и и Ои -n ebstrach a-hydrogen d2 predurt c' (Third phien s correc+). 7 mombered ving 4-0-n