Asymmetric Formal Synthesis of (+)-Pyrenolide D

被引：9

作者：

Markovic, Martin ^{[1
]}

Lopatka, Pavol ^{[1
]}

Koos, Peter ^{[2
]}

Gracza, Tibor ^{[1
]}

机构：

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

[2] Georganics Ltd, Bratislava 81103, Slovakia

来源：

SYNTHESIS-STUTTGART | 2014年 / 46卷 / 06期

关键词：

natural products; pyrenolide D; oxycarbonylation; palladium catalysis; iron pentacarbonyl; PALLADIUM(II)-CATALYZED OXYCARBONYLATION; UNSATURATED POLYOLS;

D O I：

10.1055/s-0033-1338584

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise, asymmetric formal synthesis of (+)-pyrenolide D from (E)-crotonaldehyde is described. The key steps include an enantioselective Sharpless dihydroxylation of protected hex-4-en-1-yn-3-ol and a highly diastereoselective palladium-catalysed oxycarbonylation of (2R,3S,4S)-hex-5-ene-2,3,4-triol using iron pentacarbonyl as the carbon monoxide source.

引用

页码：817 / 821

页数：5

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