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Efficient resolution of N-Boc-7-azabicyclo[2.2.1]hept-5-en-2-one: formal syntheses of natural epibatidine and its enantiomer

โœ Scribed by Antonio J. Moreno-Vargas; Pierre Vogel


Book ID
108283660
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
145 KB
Volume
14
Category
Article
ISSN
0957-4166

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Efficient synthesis of (ยฑ)-N-BOC-exo-2-(
โœ Satendra Singh; Garo P. Basmadjian ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 110 KB

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