Question

17.(10 pt) Draw a curved arrow mechanism for the following reaction.Ignore stereochemistry. NaOH (cat.) - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - 18. (10 pt) Draw a curved arrow mechanism for the following reaction.Ignore stereochemistry. HCI (cat.) CO2 OH H20 (solvent) heat

Answer 1

11. I op de tomis, spela 0 HOZHK (B) In the first step, the hydroxide ion abstructs a proton from muthyl group. adjaunt to. carbonyl group to form enolate intermediate A. In the second step, the enolate in undergoot undergoes intra molecular Michael addition to give intermediate B. which then takes a proton. from water to give product c.

nogom OH -H+ +H+. OH At first, the lactone undergoes, hydrolysis catalyzed by acid to give intermediate. (09. The intermediate D then on heating undergoes. elimination of carbon dioxide to give. enol. E. The enol E thien undergoes tautomeri- zation to give F.