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A simple approach to nortropane and nortrop-6-ene derivatives

✍ Scribed by Antoinette Bathgate; John R. Malpass

Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
232 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis

Intramolecular cyclisation of trans-1-(benzylamino)-4-chlorocycloheptane and hept-2-ene gives the corresponding S-azabicyclo[3.2.1]octane (nortropane) and -act-6-ene (nortrop-6-ene) derivatives respectively.

Under appropriate conditions, cyclohepta-1,3diene is converted into nortropane in 75% overall yield.

We have sought a simple, high-yield synthesis of nortropane (la), nortrop-6-ene (2a)

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