Question

CONCEPT QUESTIONS Mechanism. While the reaction carried out in lab used potasslum hydroxide as the catalyst, many other catalysts have been developed to increase regioselectivity and stereoselectivity in aldol condensations. One small molecule catalyst commonly used is proline, a naturally occurring amino acid. The mechanism invoives the initial formation of an enamine; predict the structure of this enamine intermediate (Intermediate A), and draw the mechanism for the conversion of intermediate A to Intermediate B. Helpful Hint: The formation of the new carbon-carbon bond occurs at the same time as protonation to form the alcohol. a. Draw the mechanism for the hydrolysis of intermediate B to form the final product and regenerate the catalyst b. н OH (0.2-0.3 eq) он H DMSO-H,0 intermediate A OH intermediate B Retrosynthesis. Identify the starting materials needed to make the following compound via an aldol condensation. NO,

Answer 1

Answer a) Answer structure 19] -Ź Intermediate A 'Techanism - Foomabian ols intermediate A of it's Conversion into B >Hor h er el en un momento en PUT OH RH + 2 Intermediate 'A' P.T Intermediate B

b) Mechanism for hydrolysis of intermediate Bto peccduct 011 IN ON 0 nľ baro + RUL OH H Retro synthesis - Answer * dlagt i -Noz -NO2 Retro-alcio Condensation بدنبال , لي TINOZ