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.
📜 SIMILAR VOLUMES
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.
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