Palladium-Catalyzed Routes to Geranylated or Farnesylated Phenolic Stilbenes: Synthesis of Pawhuskin C and Schweinfurthin J

被引：11

作者：

Singh, Mandeep ^{[1
]}

Argade, Narshinha P. ^{[1
]}

机构：

[1] Natl Chem Lab, CSIR, Div Organ Chem, Pune 411008, Maharashtra, India

来源：

SYNTHESIS-STUTTGART | 2012年 / 44卷 / 18期

关键词：

total synthesis; natural products; geranylated or farnesylated stilbenes; palladium-catalyzed coupling reactions; phloroglucinol; COUPLING REACTIONS; BIS-STYRYLBENZENES; FACILE SYNTHESIS; HECK ARYLATION; RESVERATROL; ACCESS; EFFICIENT; HALIDES; ANNULATION; CHALCONES;

D O I：

10.1055/s-0032-1316765

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Starting from double MOM-protected phloroglucinol, the facile total syntheses of bioactive natural products pawhuskin C and schweinfurthin J were accomplished in good overall yields. The Heck, Stille, or Suzuki coupling reactions of two different electron-rich phenolic segments bearing geranylated or farnesylated units were involved in the decisive step. The Sonogashira coupling reaction followed by palladium-catalyzed chemo-and stereoselective cis-reduction of an alkyne unit and subsequent isomerization to give the desired natural products is also described.

引用

页码：2895 / 2902

页数：8

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