An efficient approach to the asymmetric total synthesis of (–)-anisodine

–Anisodine ( l-6,7-epoxy-3-tropyl-α-hydroxytropate), which was isolated from the medicinal plant Scopolia tanguticus Maxim, was the first efficiently prepared using 6-β-acetyltropine as the starting material via a key step of the Sharpless asymmetric dihydroxylation (AD). The intermediate compounds...

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Veröffentlicht in:	European journal of medicinal chemistry 2006-03, Vol.41 (3), p.397-400
Hauptverfasser:	Chang, Junbiao, Xie, Weilin, Wang, Limin, Ma, Nianchun, Cheng, Senxiang, Xie, Jingxi
Format:	Artikel
Sprache:	eng
Schlagworte:	Animals Biological and medical sciences Cholinergic Antagonists - chemical synthesis Cholinergic Antagonists - chemistry Cholinergic system Guinea Pigs Hydroxylation Ileum - drug effects Medical sciences Molecular Structure Neuropharmacology Neurotransmitters. Neurotransmission. Receptors Pharmacology. Drug treatments Scopolamine Derivatives - chemical synthesis Scopolamine Derivatives - chemistry Stereoisomerism Tropanes - chemistry
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Beschreibung
Zusammenfassung:	–Anisodine ( l-6,7-epoxy-3-tropyl-α-hydroxytropate), which was isolated from the medicinal plant Scopolia tanguticus Maxim, was the first efficiently prepared using 6-β-acetyltropine as the starting material via a key step of the Sharpless asymmetric dihydroxylation (AD). The intermediate compounds 10 and 11 showed promising cholinergic activity. (-)-Anisodine (L-6,7-epoxy-3-trophl-α-hydroxytropate was the first efficiently prepared using 6-β-acetyltropine as the starting material via a key step of the Sharpless asymmetric dihydroxylation (AD).
ISSN:	0223-5234 1768-3254
DOI:	10.1016/j.ejmech.2005.12.001