Enantioselective synthesis of 3-functionalized 2-azabicyclo[2.2.1]hept-5-enes by hetero Diels-Alder addition to cyclopentadiene
✍ Scribed by JoséM. Blanco; Olga Caamaño; Franco Fernández; Xerardo García-Mera; Carmen López; Gonzalo Rodríguez; JoséE. Rodríguez-Borges; Antonio Rodríguez-Hergueta
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 212 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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## Abstract For Abstract see ChemInform Abstract in Full Text.
Abs&cC The two epimers of methyl 3-oxo-7-oxabicyclo[2.2.l]hept-S-en-2-carboxylate have been prepared from furan and methyl 3-bromopropiolate as a melhoxycarbonylketcne equivalent. The final step required hydrolysis of acetals by Nafion-H. 7-Oxabicyclo[2.2.l]hept-5-en-2-yl derivatives, in an opticall
## 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