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Formal total synthesis of perhydrohistrionicotoxin. An organopalladium route

✍ Scribed by Godleski, Stephen A.; Heacock, Deborah J.; Meinhart, James D.; Van Wallendael, Shawn


Book ID
118147672
Publisher
American Chemical Society
Year
1983
Tongue
English
Weight
470 KB
Volume
48
Category
Article
ISSN
0022-3263

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πŸ“œ SIMILAR VOLUMES


Formal synthesis of (Β±)-perhydrohistrion
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Surnarg: The syntheses of 1-benzyl-7-butyl-l-azaspirocyclo[5.5lundec-7-ene ( ) [a formal precursor of perhydrohistrionicotoxin (2)] and the thermodynamically preferred 18 xocyclic isomer ( ) in six steps from the readily available N-benzyloxycarbonyl-lo-amino-8 ' -octalin -(5) are reported.

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## &&&: A formal total synthesis of (+/-)-perhydrohistrionicotoxin is reported. This sequence utilizes a regiospecific &acyliminium ion initiated-furan terminated cyclization to construct the desired azaspiro[55]undecane ring system.