Total Synthesis of the Slime Mold Alkaloids Arcyroxocin A and B

被引：4

作者：

Mayer, Guido ^{[1
]}

Wille, Gregor ^{[1
]}

Brenner, Michael ^{[1
]}

Zeitler, Kirsten ^{[1
]}

Steglich, Wolfgang ^{[1
]}

机构：

[1] Univ Munich, Dept Chem & Biochem, D-81377 Munich, Germany

来源：

SYNTHESIS-STUTTGART | 2011年 / 02期

关键词：

alkaloids from myxomycetes; oxidative cyclization; oxocin ring formation; arcyroxocins; ARCYRIA-DENUDATA; METABOLITES; PIGMENTS;

D O I：

10.1055/s-0030-1258340

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the slime mold pigments arcyroxocin A and B is described. The key step in the synthesis is the oxidative ring closure of an N-protected 3-(4-hydroxyindol-3-yl)-4-indol-3-ylmaleimide with DDQ/PPTS, which affords exclusively the desired arcyroxocin derivative. Attempts to obtain the arcyroxocin system from a 3-(4-hydroxyindolyl)-4-(2-oxoindolinyl)maleimide precursor were less successful and led to oxidative formation of a spiroindoline compound.

引用

页码：330 / 336

页数：7

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