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.
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
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