Total synthesis of a demethoxy-egonol from Styrax obassia.
The total synthesis of a demethoxy-egonol isolated from Styrax obassia, 5-(3-hydroxypropyl)-2-(3',4'-methylenedioxyphenyl)benzofuran (9), is described. The key steps involve the construction of a 2-arylbenzofuran skeleton 7 from methyl 3-(4-hydroxyphenyl)propionate with 2-chloro-2-methylthio-(3',4'-methylenedioxy)acetophenone (6) in the presence of ZnCl2 and successive desulfurization of the resulting product 7.
Choi
H D
HD
Department of Chemistry, Dongeui University, Pusan, Korea. hdchoi@hyomin.dongeui.ac.kr
Ha
M C
MC
Seo
P J
PJ
Son
B W
BW
Song
J C
JC
D001572:Benzofurans / Q000138:chemical synthesis*; D010946:Plants, Medicinal
D001572:Benzofurans; C419663:demethoxy-egonol