Towards the total synthesis of pamamycin-607:: Preparation of the eastern part-(C8-C18 fragment)

被引：0

作者：

Mandville, G ^{[1
]}

Bloch, R ^{[1
]}

机构：

[1] Univ Paris Sud, Inst Chim Mol Orsay, CNRS, Lab Carbocycles,CNRS, F-91405 Orsay, France

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 1999卷 / 09期

关键词：

pamamycins; retro Diels-Alder reaction; 2,5-disubstituted tetrahydrofurans; reductive amination; intramolecular Michael cyclization;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pamamycin-607 belongs to a group of homologous macrodiolides, produced by various "Streptomyces", that possess remarkable autoregulatory antifungal, antibacterial and anion-transfering activities. The synthesis of the nonracemic C-8-C-18 portion of pamamycin-607 is reported here and involves a route that features a stereoselective aldol condensation followed by a stereocontrolled reductive amination of the aldol and a cis-selective tetrahydrofuran formation by an intramolecular Michael cyclization induced by the geometry of the substrate.

引用

页码：2303 / 2307

页数：5

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