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Alkenylimmonium salts as dienophiles in Diels-Alder cycloadditions with high reactivity and stereoselectivity

✍ Scribed by Michael E Jung; Keith R Buszek

Book ID
104219501
Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
196 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis

Alkenylimmonium salts, such as the substituted vinylpyridinium salts, 6, 7, 12, and 16, are easily prepared and are very reactive dienophiIes in Diels-Alder cycloadditions.

Recently we reported that alkenyltrialkylammonium salts such as 1 underwent Diels-Alder reactions with dienes such as cyclopentadiene to afford the endo adducts 2 as the sole products.3 One potential drawback to the

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