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

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2016
Authors
Vulović, Bojan
Kolarski, Dusan
Bihelović, Filip
Matović, Radomir
Gruden, Maja
Saičić, Radomir N.
Article (Published version)
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Abstract
1,6-Diynes with a t-butylcarbonate group in the propargylic position undergo gold(I)-catalyzed dominocyclization which affords alpha-hydroxycyclohexenones. The described sequence can be applied on functionalized, highly oxygenated substrates, as examplified in the synthesis of (-)-gabosine H and its epimer.
Source:
Organic Letters, 2016, 18, 15, 3886-3889
Publisher:
  • Amer Chemical Soc, Washington
Projects:
  • The development of new synthetic methods and their application in the synthesis of natural products and biologically active molecules (RS-172027)
  • Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research (EU-256716)
  • Serbian Academy of Sciences and Arts [F193]

DOI: 10.1021/acs.orglett.6b01898

ISSN: 1523-7060

PubMed: 27456978

WoS: 000381236300095

Scopus: 2-s2.0-84981188263
[ Google Scholar ]
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/1847
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