An Efficient Synthesis of (±)-Narwedine and (±)-Galanthamine by an Improved Phenolic Oxidative Coupling

An Efficient Synthesis of (±)-Narwedine and (±)-Galanthamine by an Improved Phenolic Oxidative Coupling

Old problems, new ideas! The biomimetic phenol coupling of norbelladine derivatives such as 1 (Bn = benzyl) to form galanthamine (2), a drug used in the treatment of Alzheimer's disease, has been greatly improved by the use of the hypervalent‐iodine oxidation reagent phenyliodine(III) bis(trifl...

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Veröffentlicht in:Angewandte Chemie International Edition 2001-08, Vol.40 (16), p.3060-3062
Hauptverfasser: Node, Manabu, Kodama, Sumiaki, Hamashima, Yoshio, Baba, Takahiro, Hamamichi, Norimitsu, Nishide, Kiyoharu
Format: Artikel
Sprache:eng
Schlagworte:
Alzheimer's disease
biomimetic synthesis
Derivatives
drug research
Drugs
enzyme inhibitors
iodine reagents
Joining
Medical services
Oxidation
Phenol
Synthesis
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Beschreibung
Zusammenfassung:Old problems, new ideas! The biomimetic phenol coupling of norbelladine derivatives such as 1 (Bn = benzyl) to form galanthamine (2), a drug used in the treatment of Alzheimer's disease, has been greatly improved by the use of the hypervalent‐iodine oxidation reagent phenyliodine(III) bis(trifluoroacetate) (PIFA).
ISSN:1433-7851
1521-3773
DOI:10.1002/1521-3773(20010817)40:16<3060::AID-ANIE3060>3.0.CO;2-#