期刊
AUSTRALIAN JOURNAL OF CHEMISTRY
卷 73, 期 12, 页码 1165-1175出版社
CSIRO PUBLISHING
DOI: 10.1071/CH20175
关键词
-
资金
- Australian Research Council [DP160101682]
A synthetic method to prepare 1H-indenes and partially hydrogenated methanonaphtho[1,2-c]furan-1,3(4H)-diones from gold(I)-catalysed 1,4-enyne acetate cycloisomerisation and oxidation or Diels-Alder reaction with maleic anhydride is described. The proposed mechanism involves Rautenstrauch rearrangement of the 1,4-enyne motif to give an in situ formed 1,3-cyclopentadiene intermediate. This is followed by 6-endo-dig cyclisation of the cyclic adduct and oxidation to give the aromatic carbocycle or Diels-Alder reaction with maleic anhydride to afford the bridged furan product.
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