(c) Answer ALL parts (i) to (v).(i) Draw the structure of the enolate ion 5 formed by deprotonationof the ester 4 by the base NaOEt.(ii) Suggest a mechanism for the formation of the enolate 5 and forits reaction with ethanol to produce the diastereoisomeric ester 6.(iii) For each diastereoisomer (4 and 6) draw the two chairconformations (4 chair diagrams in total).(iv) By referring to your chair diagrams, predict whichdiastereoisomer (4 or 6) will predominate when equilibrium hasbeen reached.(v) What do you think the result would be if the reaction was insteadperformed using NaOMe in MeOH?NaOEtO HонOEtOEtМе.MeМеМе.Me-Me4.9

Answered: Image /qna-images/answer/bb82fbff-8a21-483b-ab0f-ede4e689469f.jpg

c) Answer ALL parts (i) to (v)- (!) (i) Draw the structure of th of the ester 4 by the bas (ii) Suggest a mechanism f its reaction with ethanc (iii) For each diastereoisom conformations (4 chair (iv) By referring to your ch diastereoisomer (4 or 6 been reached. (v) What do you think the performed using NaOM NaOEt O H OEt HO. Me 4.

c) Answer ALL parts (i) to (v)- (!) (i) Draw the structure of th of the ester 4 by the bas (ii) Suggest a mechanism f its reaction with ethanc (iii) For each diastereoisom conformations (4 chair (iv) By referring to your ch diastereoisomer (4 or 6 been reached. (v) What do you think the performed using NaOM NaOEt O H OEt HO. Me 4.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter23: Amines

Section: Chapter Questions

Problem 23.37P

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