2. The following questions relate to the synthesis of cecropia juvenile hormone (this hormone plays an important role in insect development), which is shown below. MeCOCH,CO,Et, NaH CO,Me Br 2 CO,Et HO- then H+, heat Moo-P OMe RCO3H MeO .CO,Me 5 NaH cecropia juvenile hormone 4 a. Suggest reagents to convert 1 into 2 in two steps. b. Provide a reaction mechanism to explain how 2 is converted into 3. c. Now thinking backwards from the TM (cecropia juvenile hormone), give the structure of compound 5. d. Is the reaction from 5 to the TM regioselective? Explain your answer.

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter36: Aldehydes And Ketones
Section: Chapter Questions
Problem 1Q
icon
Related questions
Question
2. The following questions relate to the synthesis of cecropia juvenile hormone (this
hormone plays an important role in insect development), which is shown below.
MECOCH,CO,Et,
NaH
CO,Me
Br
CO,Et
HO- then
H+, heat
Meo-
OMe
RCO3H
МеО
CO,Me
NaH
cecropia juvenile hormone
a. Suggest reagents to convert 1 into 2 in two steps.
b. Provide a reaction mechanism to explain how 2 is converted into 3.
Now thinking backwards from the TM (cecropia juvenile hormone), give the
structure of compound 5.
d. Is the reaction from 5 to the TM regioselective? Explain your answer.
с.
Transcribed Image Text:2. The following questions relate to the synthesis of cecropia juvenile hormone (this hormone plays an important role in insect development), which is shown below. MECOCH,CO,Et, NaH CO,Me Br CO,Et HO- then H+, heat Meo- OMe RCO3H МеО CO,Me NaH cecropia juvenile hormone a. Suggest reagents to convert 1 into 2 in two steps. b. Provide a reaction mechanism to explain how 2 is converted into 3. Now thinking backwards from the TM (cecropia juvenile hormone), give the structure of compound 5. d. Is the reaction from 5 to the TM regioselective? Explain your answer. с.
Expert Solution
steps

Step by step

Solved in 4 steps with 4 images

Blurred answer
Knowledge Booster
Ammonium Salts
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
  • SEE MORE QUESTIONS
Recommended textbooks for you
Macroscale and Microscale Organic Experiments
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:
9781305577190
Author:
Kenneth L. Williamson, Katherine M. Masters
Publisher:
Brooks Cole