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Synthesis of Galanthamine Analogs as Acetylcholinesterase Inhibitors via Intramolecular Heck Cyclization
Author(s) -
Liang PiHui,
Hsin LingWei,
Pong SungLing,
Hsu ChiaHuei,
Cheng ChenYu
Publication year - 2003
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200300071
Subject(s) - chemistry , benzamide , benzazepine , intramolecular force , heck reaction , stereochemistry , acetylcholinesterase , ring (chemistry) , medicinal chemistry , catalysis , organic chemistry , enzyme , palladium
A novel approach towards the construction of the galanthamine skeleton was demonstrated by the Pd‐catalyzed cyclization of N ‐[2‐(1,4‐dioxa‐spiro[4,5]dec‐7‐en‐8‐yl)‐ethyl]‐2‐iodo‐4‐methoxy‐ N ‐methyl‐benzamide ( 23 ), with formation of the benzazepine ring and creation of a quaternary carbon.