He Zhao, E. Biehl
Jun 27, 1995
Citations
0
Influential Citations
10
Citations
Journal
Journal of Natural Products
Abstract
The efficient synthesis of rubiadin 1,3-dimethyl ether [1] is described, in which 3,5-dimethoxy-4-methylbenzyne was generated from 3-bromo-2,6-dimethoxy toluene [5] with LDA or lithium tetramethylpiperidide in the presence of 3-cyano-1(3H)-isobenzofuranone [7] or 1(3H)-isobenzofuranone [8]. The subsequent conversion of 1 into the natural products rubiadin 1-methyl ether [3], rubiadin [2), and damnacathol [4] by chemical means is also reported.