An efficient synthesis of (+)-decursinol from umbelliferone

被引：57

作者：

Lee, Jung Ho

Bang, Hyun Bae

Han, Su Young

Jun, Jong-Gab ^{[1
]}

机构：

[1] Hallym Univ, Dept Chem, Chunchon 200702, South Korea

[2] Hallym Univ, Inst Appl Chem, Chunchon 200702, South Korea

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 16期

关键词：

decursinol; umbelliferone; coumarin; quinonemethide; phenylboronic acid;

D O I：

10.1016/j.tetlet.2007.02.088

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, practical and enantioselective total synthesis of (+)-decursinol, which has diverse range of biological properties including anti-cancer, anti-Helicobacter pylori, and strong antinociceptive activities, has been achieved in five steps with 41.4% overall yield from umbelliferone. The improved ring construction from coumarin to linear pyranocoumarin has been obtained through quinonemethide intermediate by using phenylboronic acid with propionic acid. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：2889 / 2892

页数：4

共 13 条

[1] Decursin: A cytotoxic agent and protein kinase C activator from the root of Angelica gigas [J].