Synthesis of a Diels-Alder precursor for the Elisabethin A skeleton

被引：0
|
作者：
Heckrodt, TJ [1 ]
Mulzer, J [1 ]
机构：
[1] Univ Vienna, Inst Organ Chem, A-1090 Vienna, Austria
来源：
SYNTHESIS-STUTTGART | 2002年 / 13期
关键词：
total synthesis; natural products; alkylations; Wittig reactions; stereoselectivity;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A synthesis of a Precursor 2 for the Elisabethin A skeleton is reported. Containing a masked quinone and a (E,Z)-diene subunit, it has the required elements for the envisaged intramolecular Diels-Alder reaction to form the tricyclic system of Elisabethin A. Starting from methylresorcinol, the sequence involves the preparation of an arylacetic acid, which was a-alkylated by a chiral building block. Subsequent HWE reaction and cis-selective Wittig olefination furnished the diene with the desired leometry.
引用
收藏
页码：1857 / 1866
页数：10
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