Question

CHEM 2602 Exam 2 March 25, 2020 For questions 5 and 6 Show the major product for each of the reactions, paying attention to stereo and regiochemistry where necessary. Draw the mechanism (show all relevant lone pairs, formal charges, curved arrows, etc.) for ONE of the reactions your choice, circle the letter for the mechanism you want me to grade) NaOH

Answer 1

5- Gilman reagent here act as a nucleophile and attack at the beta position of alpha-beta unsaturated ketone given because of its soft nature it attack at double bond not carbonyl center. Then after protonation the desired product is formed . As shown in mechanism given below.

6- The given example is type of intramolecular aldol reaction where the base first abstract the proton of alpha carbon of ketone not aldehyde due formation of more stable substituted enolate. The intramolecular attack occur as carbanion form attack the carbonyl of aldehyde to form two 6 membered cyclic structure .At last the elimination of water molecule occur to form alpha beta unsaturated cyclic ketone.

نے سر فہر نهار). نيف Mechanism: 7 Culi ما Naons مل جل H ٹل saared with CamScanner