A hetero Diels-Alder reaction is a variation of the Diels-Alder reaction in which one or more carbon atoms of the diene and/or the dienophile are replaced by other atoms such as oxygen or nitrogen. With this in mind, propose a mechanism consistent with the following transformation in which a multifunctional acyclic reactant produces a macrocyclic (large ring) product. 195°C. Ph- -Ph II

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
Chapter6: Reactions Of Alkenes
Section: Chapter Questions
Problem 6.53P
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A hetero Diels-Alder reaction is a variation of the Diels-Alder reaction in which one or more carbon atoms of the diene
and/or the dienophile are replaced by other atoms such as oxygen or nitrogen. With this in mind, propose a mechanism
consistent with the following transformation in which a multifunctional acyclic reactant produces a macrocyclic (large ring)
product.
195°C.
2
Ph
Ph-
Ph
II
Transcribed Image Text:A hetero Diels-Alder reaction is a variation of the Diels-Alder reaction in which one or more carbon atoms of the diene and/or the dienophile are replaced by other atoms such as oxygen or nitrogen. With this in mind, propose a mechanism consistent with the following transformation in which a multifunctional acyclic reactant produces a macrocyclic (large ring) product. 195°C. 2 Ph Ph- Ph II
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