(i) In the final step alkyne F was converted into jasmone by a partial reduction. Discuss this reaction explaining how the careful choice of reaction conditions can give the chemo- and stereoselectivity required in order to efficiently access jasmone. (ii) Use disconnections to show how cyclopentenone F can be prepared from diketone G. In your answer include clearly site(s) for disconnection and identify synthon structures (mechanisms not required).

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
The natural product jasmone can be prepared according to the retrosynthesis outlined below.
Jasmone
J
EtO₂C CO₂Et
I
Br
K
F
EtO₂C CO₂Et
H
(i) In the final step alkyne F was converted into jasmone by a partial reduction. Discuss this
reaction explaining how the careful choice of reaction conditions can give the chemo- and
stereoselectivity required in order to efficiently access jasmone.
(ii) Use disconnections to show how cyclopentenone F can be prepared from diketone G. In your
answer include clearly site(s) for disconnection and identify synthon structures (mechanisms not
required).
Transcribed Image Text:The natural product jasmone can be prepared according to the retrosynthesis outlined below. Jasmone J EtO₂C CO₂Et I Br K F EtO₂C CO₂Et H (i) In the final step alkyne F was converted into jasmone by a partial reduction. Discuss this reaction explaining how the careful choice of reaction conditions can give the chemo- and stereoselectivity required in order to efficiently access jasmone. (ii) Use disconnections to show how cyclopentenone F can be prepared from diketone G. In your answer include clearly site(s) for disconnection and identify synthon structures (mechanisms not required).
Expert Solution
steps

Step by step

Solved in 2 steps with 1 images

Blurred answer
Knowledge Booster
UV and Visible Spectroscopy
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar 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