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ChemInform Abstract: Total Synthesis of (.+-.)-Dictamnol by a Free Radical Fragmentation/ Elimination Sequence. Confirmation of Its Revised Structure.

✍ Scribed by G. L. LANGE; A. MERICA; M. CHIMANIKIRE

Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199749201

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✦ Synopsis

Total Synthesis of (±)-Dictamnol by a Free Radical Fragmentation/ Elimination Sequence. Confirmation of Its Revised Structure.

-Use of the photoadduct (III) as substrate allows a straightforward synthesis of the trinor-guaiane sesquiterpenoid (±)-dictamnol (IX). The key step involves a samarium diiodide mediated tandem free radical fragmentation/elimination reaction of diiodide (IV). The results lead to revision of the dictamnol structure previously reported to be (X). -(LANGE, G.

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