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

页码：1857 / 1866

页数：10

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