Diels-Alder reactions of 1,3-dienylboronates as a new route to functionalized carbocycles.
✍ Scribed by Michel Vaultier; Françoise Truchet; Bertrand Carboni; Reinhard W. Hoffmann; Ingrid Denne
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 226 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
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Intramolecular Diels-Alder Reactions of Alkenylboranes -A Stereoselective Route to Functionalized Bicyclo(4.3.0)nonenes. -An optimized methodology for the synthesis of trans-fused title bicycles is presented using a three-step one-pot strategy. In situ formed alkenylboranes undergo stereoselective
## Abstract 3‐Indolylalkanoic acids 2 react with benzoic acid anhydride under catalysis of Et~2~O ‐ ZnCl~2~ and mild conditions to furnish the 1‐phenyl‐substituted pyrano[3,4‐__b__]indol‐3‐ones 1c, 1d, and 3a, 3b. Products 1c, 1d, and 3b may be converted into the novel functionalized carbazoles 4 a