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On the planarity of amide nitrogen. Intrinsic pyramidal nitrogen of N-acyl-7-azabicyclo[2.2.1]heptanes

โœ Scribed by Tomohiko Ohwada; Takuji Achiwa; Iwao Okamoto; Koichi Shudo; Kentaro Yamaguchi


Book ID
108386468
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
251 KB
Volume
39
Category
Article
ISSN
0040-4039

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A New [4 + 2] Cycloaddition Strategy for the Synthesis of N-Acyl-7-azabicyclo[2.2.1]heptan-2-ones: A Formal Synthesis of (ยฑ)-Epibatidine. -The title compound (VIII), an intermediate for the preparation of (ยฑ)-epibatidine, is prepared via Diels-Alder reaction of allenes with N-acylated pyrrole (II)