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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Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

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

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