Natural products that contain the N-1,1-dimethyl-2-propenyl group often exhibit antifungal or antitumor activity. The synthesis of one such compound begins with the two steps shown here. OAc C13H15N CuCI, -Pr,NEt 2 a. Draw the structure of compound 2 and show a reasonable mechanism for its formation. CuCl is used as a catalyst (behaving similarly to an acid) and i-PR2NET is a base. The former can be ignored in your mechanism. b. Identify the reagents necessary for the conversion of 2 to 3.

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
Chapter11: Ethers, Epoxides, And Sulfides
Section: Chapter Questions
Problem 11.29P
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Natural products that contain the N-1,1-dimethyl-2-propenyl group often exhibit antifungal
or antitumor activity. The synthesis of one such compound begins with the two steps shown
here.
OAc
C13H15N
CuCl, -Pr2NEt
2
3
a. Draw the structure of compound 2 and show a reasonable mechanism for its
formation. CuCl is used as a catalyst (behaving similarly to an acid) and i-Pr2NEt is
a base. The former can be ignored in your mechanism.
b. Identify the reagents necessary for the conversion of 2 to 3.
Transcribed Image Text:Natural products that contain the N-1,1-dimethyl-2-propenyl group often exhibit antifungal or antitumor activity. The synthesis of one such compound begins with the two steps shown here. OAc C13H15N CuCl, -Pr2NEt 2 3 a. Draw the structure of compound 2 and show a reasonable mechanism for its formation. CuCl is used as a catalyst (behaving similarly to an acid) and i-Pr2NEt is a base. The former can be ignored in your mechanism. b. Identify the reagents necessary for the conversion of 2 to 3.
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