The Thermal α-Substitution of Dimedone by Vinyl Ethers

1988 ◽  
Vol 41 (3) ◽  
pp. 331 ◽  
Author(s):  
JT Pinhey ◽  
PT Xuan
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Spiro Compound ◽  
Initial Reaction ◽  
Vinyl Ethers ◽  
Diels Alder Reaction ◽  
Cyclic Peroxide

Pyrolysis of a mixture of dimedone (1) and 1-methoxycyclohexene (2) led to formation of the enedione (3), which underwent both a Diels-Alder reaction with (2) to form the spiro compound (4), and reaction with oxygen to give the cyclic peroxide (5). The possibility of extending the initial reaction, which is thought to proceed by an ene mechanism, to some cyclic vinyl ethers has been examined.

scholarly journals Stepwise radical cation Diels–Alder reaction via multiple pathways

2018 ◽  
Vol 14 ◽  
pp. 704-708 ◽  
Author(s):  
Ryo Shimizu ◽  
Yohei Okada ◽  
Kazuhiro Chiba
Keyword(s):  
Radical Cation ◽  
Alder Reaction ◽  
Diels Alder ◽  
Vinyl Ethers ◽  
Diels Alder Reaction ◽  
Alder Adduct

Herein we disclose the radical cation Diels–Alder reaction of aryl vinyl ethers by electrocatalysis, which is triggered by an oxidative SET process. The reaction clearly proceeds in a stepwise fashion, which is a rare mechanism in this class. We also found that two distinctive pathways, including “direct” and “indirect”, are possible to construct the Diels–Alder adduct.

The Diels-Alder Reaction of 2-Ethenyl-1,4-Benzodioxin: A New and Simple Synthesis of Bisaryl Ethers

Synlett ◽  
1989 ◽  
Vol 1989 (01) ◽  
pp. 30-32
Author(s):  
Thomas V. Lee ◽  
Alistair J. Leigh ◽  
Christopher B. Chapleo
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Simple Synthesis ◽  
Diels Alder Reaction
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