An approach to pyrrolo[3,2-c]quinolones is described which relies on an intramolecular azomethine ylide alkene cycloaddition reaction. Critical to the success of this reaction was the requirement for alkylation of the aniline nitrogen, in the absence of this substituent a decarboxylative-Michael add
An intramolecular cycloaddition-sigmatropic rearrangement approach to (±) gascardic acid
✍ Scribed by Gervais Bérubé; Alex G. Fallis
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 312 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A general intramolecular Diels-Alderanionic oxy-Cope strategy for the synthesis of tricyclic skeletons and its application to the preparation of the gascardic acid precursor 12 is described. in situ generation of the appropriate cyclopentadiene 5 by isomerization (Et,N) afforded the [4+2] adduct directly or
📜 SIMILAR VOLUMES
A concise synthesis of the polycycle 27, which incorporates the 5,5,7-tricyclic ring core of rameswaralide 1, using a biogenetically inspired acid-catalysed [4+3]-cycloaddition approach starting from the furanobutenolide 26 is described, namely, 26?28/29?27. Under thermal conditions, the same furano