Total synthesis of (+)- and (-)-sundiversifolide via intramolecular acylation and determination of the absolute configuration

被引：32
|
作者：
Ohtsuki, Keiko
Matsuo, Kazumasa
Yoshikawa, Takashi
Moriya, Chihiro
Tomita-Yokotani, Kaori
Shishido, Kozo
Shindo, Mitsuru
机构：
[1] Kyushu Univ, Inst Mat Chem & Engn, Kasuga, Fukuoka 8168580, Japan
[2] Kyushu Univ, Interdisciplinary Grad Sch Engn Sci, Tsukuba, Ibaraki 3058572, Japan
[3] Univ Tokushima, Grad Sch Pharmaceut Sci, Tsukuba, Ibaraki 3058572, Japan
[4] Univ Tsukuba, Grad Sch Life & Environm Sci, Tsukuba, Ibaraki 3058572, Japan
来源：
ORGANIC LETTERS | 2008年 / 10卷 / 06期
关键词：
D O I：
10.1021/ol8001333
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Intramolecular acylation of an organolithium leads to an efficient stereocontrolled total synthesis of both enantiomers of sundiversifolide. The absolute configuration was determined by HPLC analysis and allelopathy assay. They-lactone moiety resulted from a butenolide was obtained by the condensation of a bicyclic alpha-hydroxyhemiacetal with Ph(3)P=CMe(CO(2)R).
引用
收藏
页码：1247 / 1250
页数：4
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