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Asymmetric aza-Diels–Alder reactions of indole 2-carboxaldehydes

✍ Scribed by Jeffrey T Kuethe; Ian W Davies; Peter G Dormer; Robert A Reamer; David J Mathre; Paul J Reider


Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
111 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis


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.


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Intramolecular diels-alder reactions of
✍ George A. Kraus; Jeff Raggon; P.J. Thomas; Dan Bougie 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 209 KB

The first examples of intramolecular Diels-Alder reactions on indoles indicate that this reaction may be employed for the direct preparation of highly functionalized dihydroindoles. The hybridization of the atoms in the tether plays a crucial role.