Total Synthesis of Pterosines B and C via a Photochemical Key Step

Abstract A total synthesis of pterosines B and C is reported. Starting with a fourfold substituted benzene derivative, the introduction of the remaining substituents is mainly based on Sonogashira couplings followed by different transformations of the ethyne moiety. The key step is a photochemical r...

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Veröffentlicht in:Synlett 2006-06, Vol.2006 (10), p.1543-1546
Hauptverfasser: Wessig, Pablo, Teubner, Janek
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract A total synthesis of pterosines B and C is reported. Starting with a fourfold substituted benzene derivative, the introduction of the remaining substituents is mainly based on Sonogashira couplings followed by different transformations of the ethyne moiety. The key step is a photochemical ring-closure of an α-mesyloxy ­ketone forming the 1-indanone skeleton.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2006-944190