A short and efficient synthesis of enantiopure (+)-N-Boc-7-azabicyclo[2.2.1]heptan-2-one utilizing an asymmetric desymmetrization protocol: formal total synthesis of (−)-epibatidine
✍ Scribed by Ganesh Pandey; Shashi Kant Tiwari; Ram Shanker Singh; Raghao S Mali
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 70 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
heptane, an important intermediate for the synthesis of epibatidine and its analogs was efficiently synthesized from N-BOC-exo-2-(methoxycarbonyl)-7azabicyclo[2.2.1]hepta-2,5-diene (5) via hydrogenation followed by reductive dehalogenation or via hydrodehalogenation followed by epimerization. The di
A New [4 + 2] Cycloaddition Strategy for the Synthesis of N-Acyl-7-azabicyclo[2.2.1]heptan-2-ones: A Formal Synthesis of (±)-Epibatidine. -The title compound (VIII), an intermediate for the preparation of (±)-epibatidine, is prepared via Diels-Alder reaction of allenes with N-acylated pyrrole (II)