During studies directed toward the synthesis of atropurpuran, a diterpene with interesting molecular architecture, the investigators used high temperature to convert an acyclic tetraene into a tricyclic compound, shown below. (Org. Lett. 2010, 12, 1152-1155). This transformation is believed to occur via two successive pericyclic processes (an electrocyclic ring-closing reaction, followed by a Diels- Alder cycloaddition). Draw the mechanism as described. R₂N. NTS 135°C R₂N NTS
During studies directed toward the synthesis of atropurpuran, a diterpene with interesting molecular architecture, the investigators used high temperature to convert an acyclic tetraene into a tricyclic compound, shown below. (Org. Lett. 2010, 12, 1152-1155). This transformation is believed to occur via two successive pericyclic processes (an electrocyclic ring-closing reaction, followed by a Diels- Alder cycloaddition). Draw the mechanism as described. R₂N. NTS 135°C R₂N NTS
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:During studies directed toward the synthesis of atropurpuran, a diterpene with interesting molecular architecture, the investigators
used high temperature to convert an acyclic tetraene into a tricyclic compound, shown below. (Org. Lett. 2010, 12, 1152-1155). This
transformation is believed to occur via two successive pericyclic processes (an electrocyclic ring-closing reaction, followed by a Diels-
Alder cycloaddition). Draw the mechanism as described.
R₂N
NTS
135°C
R₂N
NTS
![X Incorrect. Analyze the intramolecular [4+2] Diels-Alder cycloaddition process.
Add curved arrows to draw step 2 of the mechanism.
Edit Drawing](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F179fe2c7-ddab-4b96-93c1-14d1f4d2aae9%2F9995f20c-24de-4fd2-839e-0a0d4bc3f73a%2Fz4mahq_processed.jpeg&w=3840&q=75)
Transcribed Image Text:X Incorrect. Analyze the intramolecular [4+2] Diels-Alder cycloaddition process.
Add curved arrows to draw step 2 of the mechanism.
Edit Drawing
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