Propose a mechanism for the following transformation: dny- & + En 16.58a O The mechanism is a [1,5] sigmatropic rearrangement, followed by a Diels-Alder reaction. The mechanism is a [1,5] sigmatropic rearrangement. O The mechanism is a Diels-Alder reaction. O The mechanism is a [3,3] sigmatropic rearrangement, followed by a Diels-Alder reaction. O The mechanism is a [3,3] sigmatropic rearrangement.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 33AP
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Propose a mechanism for the following transformation:
Jang
16.58a
+ En
The mechanism is a [1,5] sigmatropic rearrangement, followed by a Diels-Alder reaction.
O The mechanism is a [1,5] sigmatropic rearrangement.
The mechanism is a Diels-Alder reaction.
O The mechanism is a [3,3] sigmatropic rearrangement, followed by a Diels-Alder reaction.
The mechanism is a [3,3] sigmatropic rearrangement.
Transcribed Image Text:Propose a mechanism for the following transformation: Jang 16.58a + En The mechanism is a [1,5] sigmatropic rearrangement, followed by a Diels-Alder reaction. O The mechanism is a [1,5] sigmatropic rearrangement. The mechanism is a Diels-Alder reaction. O The mechanism is a [3,3] sigmatropic rearrangement, followed by a Diels-Alder reaction. The mechanism is a [3,3] sigmatropic rearrangement.
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