Total synthesis of a norneolignan from Ratanhia radix.
The total synthesis of a norneolignan isolated from Ratanhia, 5-(3-hydroxypropyl)-2-(2-methoxy-4'-hydroxyphenyl)benzofuran (8), is described. The key steps contain the one-pot reaction for a 2-arylbenzofuran 6 from methyl 3-(4-hydroxyphenyl)propionate with 2-chloro-2-methylthio-(2'-methoxy-4'-acetoxy)acetophenone (5) in the presence of ZnCl2, and reductive desulfurization of the resulting product 6.
Choi
Hong-Dae
HD
Department of Chemistry, Dongeui University, Busan 614-714, Korea. hdchoi@dongeui.ac.kr
Seo
Pil-Ja
PJ
Son
Byeng-Wha
BW
D001572:Benzofurans / Q000138:chemical synthesis* / Q000302:isolation & purification; D031326:Krameriaceae / Q000737:chemistry*; D017705:Lignans / Q000138:chemical synthesis* / Q000302:isolation & purification; D018517:Plant Roots / Q000737:chemistry
D001572:Benzofurans; D017705:Lignans