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A Diels−Alder Approach to the Stereoselective Synthesis of 2,3,5,6-Tetra- and 2,3,4,5,6-Pentasubstituted Piperidines
✍ Scribed by Sales, Marcelo; Charette, André B.
- Book ID
- 119995237
- Publisher
- American Chemical Society
- Year
- 2005
- Tongue
- English
- Weight
- 105 KB
- Volume
- 7
- Category
- Article
- ISSN
- 1523-7060
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📜 SIMILAR VOLUMES
Pd-catalyzed double carbomethoxylation of the Diels-A lder adduct of cyclopentadiene and maleic anhydride yielded the methyl norbornane-2,3-endo-5,6-exotetracarboxylate (4) which was transformed in three steps into 2,3,5,6-tetramethyIidenenorbornane (1). The cycloaddition of tetracyanoethylene (TCNE
## Abstract Sequential __Diels‐Alder__ additions of methylvinyl ketone and dehydrobenzene to 2, 3, 5, 6‐tetramethylidene‐7‐oxanorbornane **(4)** yielded the (5, 12‐epoxy‐1, 2, 3, 4, 5, 6, 11, 12‐octahydro‐2‐naphtacenyl) methyl ketone **(10)** which, in few steps was oxidized to a precursos of (±)‐4
## Abstract N‐Acyl‐N‐(4‐penten‐1‐yl)‐1‐amino‐1, 3‐butadiene (1) isomerisieren sich bei 190–215° über eine intramolekulare __Diels__‐__Alder__‐Reaktion stereoselektiv zu cis‐ verknüpften Octahydro‐chinolinen 2. Unter den gleichen Bedingungen erhält man aus dem N(Pent‐4‐enoyl)‐N‐propyl‐1‐amino−1, 3‐b