Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (−)-Gabosine H and (−)-6-epi-Gabosine H

Gold(I)-Catalyzed Domino Cyclizations of Diynes for the Synthesis of Functionalized Cyclohexenone Derivatives. Total Synthesis of (−)-Gabosine H and (−)-6-epi-Gabosine H

1,6-Diynes with a t-butylcarbonate group in the propargylic position undergo gold­(I)-catalyzed domino-cyclization which affords α-hydroxycyclohexenones. The described sequence can be applied on functionalized, highly oxygenated substrates, as examplified in the synthesis of (−)-gabosine H and its e...

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Veröffentlicht in:Organic letters 2016-08, Vol.18 (15), p.3886-3889
Hauptverfasser: Vulovic, Bojan, Kolarski, Dusan, Bihelovic, Filip, Matovic, Radomir, Gruden, Maja, Saicic, Radomir N
Format: Artikel
Sprache:eng
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Zusammenfassung:1,6-Diynes with a t-butylcarbonate group in the propargylic position undergo gold­(I)-catalyzed domino-cyclization which affords α-hydroxycyclohexenones. The described sequence can be applied on functionalized, highly oxygenated substrates, as examplified in the synthesis of (−)-gabosine H and its epimer.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b01898