I Figure 8 shows the generation of an E/Z mixture of alkene I via an E2 reaction. The major E alkene product can undergo a subsequent organocatalysed reaction, via an enamine intermediate, to give final product L, Figure 8. MsO H NO₂ NE₂ C8H7NO2 H E2 I (E/Z mixture) *CO,H H J KH C10H11 NO3 L ee > 95% Figure 8 Page 4 of 5 (i) (ii) (iii) (iv) Draw the structure of both alkene products I and explain the origin of the E- selectivity in the E2 reaction shown in Figure 8; use a reaction coordinate diagram to illustrate your answer. Draw the structure of product L, Figure 8. Discuss the catalytic cycle for the generation of compound L from the E isomer of alkene I, Figure 8; include mechanisms for key steps in the catalytic cycle. Explain the enantioselectivity of the organocatalysed reaction that generates compound L in Figure 8.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
I
Figure 8 shows the generation of an E/Z mixture of alkene I via an E2
reaction. The major E alkene product can undergo a subsequent
organocatalysed reaction, via an enamine intermediate, to give final product
L, Figure 8.
MsO
H NO₂
NE₂
C8H7NO2
H
E2
I (E/Z mixture)
*CO,H
H
J
KH
C10H11 NO3
L
ee > 95%
Figure 8
Page 4 of 5
(i)
(ii)
(iii)
(iv)
Draw the structure of both alkene products I and explain the origin of the E-
selectivity in the E2 reaction shown in Figure 8; use a reaction coordinate
diagram to illustrate your answer.
Draw the structure of product L, Figure 8.
Discuss the catalytic cycle for the generation of compound L from the
E isomer of alkene I, Figure 8; include mechanisms for key steps in the
catalytic cycle.
Explain the enantioselectivity of the organocatalysed reaction that generates
compound L in Figure 8.
Transcribed Image Text:I Figure 8 shows the generation of an E/Z mixture of alkene I via an E2 reaction. The major E alkene product can undergo a subsequent organocatalysed reaction, via an enamine intermediate, to give final product L, Figure 8. MsO H NO₂ NE₂ C8H7NO2 H E2 I (E/Z mixture) *CO,H H J KH C10H11 NO3 L ee > 95% Figure 8 Page 4 of 5 (i) (ii) (iii) (iv) Draw the structure of both alkene products I and explain the origin of the E- selectivity in the E2 reaction shown in Figure 8; use a reaction coordinate diagram to illustrate your answer. Draw the structure of product L, Figure 8. Discuss the catalytic cycle for the generation of compound L from the E isomer of alkene I, Figure 8; include mechanisms for key steps in the catalytic cycle. Explain the enantioselectivity of the organocatalysed reaction that generates compound L in Figure 8.
Expert Solution
steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY