Total Synthesis of (±)-, (-)-, and (+)-Oudemansin X

Total Synthesis of (±)-, (-)-, and (+)-Oudemansin X

Three kinds of oudemansin X, (-)-1, (+)-1 and (±)-1, were totally synthesized. The key point in the present chiral synthesis was the enantioselective acetylation of the racemic alcohols, (±)-5 and (±)-8, using lipase in an organic solvent. The synthetic (-)-1 was found to exhibit strong antifungal a...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical & pharmaceutical bulletin 1995/07/15, Vol.43(7), pp.1111-1118
Hauptverfasser: UMEZAWA, Isao, NOZAWA, Masako, NAGUMO, Shinji, AKITA, Hiroyuki
Format: Artikel
Sprache:eng
Schlagworte:
antifungal activity
Chemistry
chiral synthesis
enantioselective acetylation
Exact sciences and technology
lipase
Noncondensed benzenic compounds
Organic chemistry
oudemansin X
Preparations and properties
total synthesis
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Three kinds of oudemansin X, (-)-1, (+)-1 and (±)-1, were totally synthesized. The key point in the present chiral synthesis was the enantioselective acetylation of the racemic alcohols, (±)-5 and (±)-8, using lipase in an organic solvent. The synthetic (-)-1 was found to exhibit strong antifungal activity against several molds and yeasts.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.43.1111