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Stereocontrolled Synthesis of all Four Steroisomers of Verrucarinolactone from (R)-2,3-O-Isopropylidene-Glyceraldehyde

✍ Scribed by Mulzer, Johann ;Salimi, Nabiollah

Publisher: John Wiley and Sons
Year: 1986
Tongue: English
Weight: 384 KB
Volume: 1986
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.198619860705

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✦ Synopsis

A practical synthesis of (+)-and (-)-verrucarinolactone (2) and epiverrucarinolactone (1) from (R)-2,3-O-isopropylideneglyceraldehyde via the key intermediates 3a/b is described.

Stereokontrollierte Synthese aller vier Stereoisomeren des Verrucarinsaurelactons aus (R)-2,3-O-Isopropylidenglycerinaldehyd

Eine praktikable Synthese von (+ )-und (-))-Verrucarinsaurelacton (2) sowie Epiverrucarinsaurelacton (1) aus (R)-2,3-O-Isopropylidenglycerinaldehyd wird beschrieben. Als Schlusselzwischenstufen dienen die Verbindungen 3a/b.

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