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Investigation of Lewis Acid-Catalyzed Asymmetric Aza-Diels−Alder Reactions of 2H-Azirines

✍ Scribed by Sjöholm Timén, Åsa; Somfai, Peter


Book ID
115452680
Publisher
American Chemical Society
Year
2003
Tongue
English
Weight
114 KB
Volume
68
Category
Article
ISSN
0022-3263

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✍ Jeffrey T Kuethe; Ian W Davies; Peter G Dormer; Robert A Reamer; David J Mathre; 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 111 KB

The aza-Diels-Alder reaction of substituted indole 2-carboxaldehydes with Danishefsky's diene has been investigated. The reaction proceeds with a high degree of diastereoselectivity providing highly functionalized 2-(2-piperidyl)indoles which are further elaborated into novel polycyclic heterocycles