Convergent Syntheses of 3,6-Dihydroxydec-4-enolides

Convergent Syntheses of 3,6-Dihydroxydec-4-enolides

The total syntheses of the 3,6-dihydroxydecanolide from Cordyceps militaris and the novel C-3 epimer are reported using a diastereoselective Nozaki–Hiyama–Kishi reaction in the key cyclization to generate the 6R stereocenter.

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Veröffentlicht in:Organic letters 2012-08, Vol.14 (16), p.4194-4197
Hauptverfasser: Killen, Jonathan C, Axford, Lorraine C, Newberry, Sarah E, Simpson, Thomas J, Willis, Christine L
Format: Artikel
Sprache:eng
Schlagworte:
Biological Products - chemical synthesis
Biological Products - chemistry
Biological Products - isolation & purification
Cordyceps - chemistry
Cyclization
Lactones - chemical synthesis
Lactones - chemistry
Lactones - isolation & purification
Molecular Structure
Stereoisomerism
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Zusammenfassung:The total syntheses of the 3,6-dihydroxydecanolide from Cordyceps militaris and the novel C-3 epimer are reported using a diastereoselective Nozaki–Hiyama–Kishi reaction in the key cyclization to generate the 6R stereocenter.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol3018566