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Diels−Alder Reactions of 5-Vinyl-1-acyl-2-aryl-2,3-dihydro-4-pyridones: Regio- and Stereoselective Synthesis of Octahydroquinolines

✍ Scribed by Kuethe, Jeffrey T.; Brooks, Clinton A.; Comins, Daniel L.


Book ID
127360933
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
63 KB
Volume
5
Category
Article
ISSN
1523-7060

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Tandem Diels–Alder cyclization/aromatiza
✍ Jeffrey T. Kuethe; Daniel L. Comins 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 207 KB

A tandem Diels-Alder cyclization/aromatization of 5-vinyl-2,3-dihydro-4-pyridones and various dienophiles is reported. The intermediate Diels-Alder cycloadduct undergoes an elimination/aromatization to provide b-amino-ketones, b-amino-alcohols, and unnatural amino acids containing useful functionali