Convergent Enantioselective Synthesis of the Tricyclic Core of Phomactin A

Convergent Enantioselective Synthesis of the Tricyclic Core of Phomactin A

The tricyclic core of phomactin A was synthesized from 6,6-dimethyl-2-cyclohexen-1-one. Key reactions include the addition of a cyclohexenyllithium reagent to an epoxyaldehyde and a regioselective intramolecular epoxide opening to install the oxadecalin core.

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Veröffentlicht in:Organic letters 2002-07, Vol.4 (14), p.2413-2416
Hauptverfasser: Mohr, Peter J, Halcomb, Randall L
Format: Artikel
Sprache:eng
Schlagworte:
Ascomycota - chemistry
Epoxy Compounds - chemistry
Heterocyclic Compounds, 4 or More Rings - chemical synthesis
Indicators and Reagents
Platelet Activating Factor - antagonists & inhibitors
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Zusammenfassung:The tricyclic core of phomactin A was synthesized from 6,6-dimethyl-2-cyclohexen-1-one. Key reactions include the addition of a cyclohexenyllithium reagent to an epoxyaldehyde and a regioselective intramolecular epoxide opening to install the oxadecalin core.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol026159t