Oxygenated Dihydrophenanthrenes Via Quinol Acetals: A Brief Synthesis of Orchinol

Oxygenated Dihydrophenanthrenes Via Quinol Acetals: A Brief Synthesis of Orchinol

The dihydrophenanthrene phytoalexin Orchinol was synthesized in 5 steps from commercially available 3,5-dimethoxybenzaldehyde. The approach utilized a new synthon, p-benzoquinone dibenzylmonoacetal, which served as a phenol 3,4-dication equivalent in an arylation-cyclization sequence.

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Veröffentlicht in:Synthetic communications 1999-04, Vol.29 (7), p.1135-1142
Hauptverfasser: Broering, Teresa J., Morrow, Gary W.
Format: Artikel
Sprache:eng
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Zusammenfassung:The dihydrophenanthrene phytoalexin Orchinol was synthesized in 5 steps from commercially available 3,5-dimethoxybenzaldehyde. The approach utilized a new synthon, p-benzoquinone dibenzylmonoacetal, which served as a phenol 3,4-dication equivalent in an arylation-cyclization sequence.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397919908086083