The first total synthesis of goniothalesdiol

被引：40

作者：

Babjak, M ^{[1
]}

Kapitán, P ^{[1
]}

Gracza, T ^{[1
]}

机构：

[1] Slovak Univ Technol Bratislava, Dept Organ Chem, SK-81237 Bratislava, Slovakia

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 39期

关键词：

palladium(II) catalysis stereoselective oxycarbonylation; natural products; goniothalesdiol;

D O I：

10.1016/S0040-4039(02)01599-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of goniothalesdiol, a dihydroxylated tetrahydrofuran isolated from Goniothalamus borneensis (Annonaceae), and its 7-epimer is described starting with D-mannitol. The key step of these syntheses is palladium(II)-catalyzed oxycarbonylation of unsaturated triols with D-lyxo and D-lyxo configuration, respectively, which allowed efficient construction of the tetrahydrofuran ring with excellent threo-selectivity at the newly formed stereogenic centre. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：6983 / 6985

页数：3

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