Efficient Synthetic Approach to Potent Antiproliferative Agent Hippuristanol via Hg(II)-Catalyzed Spiroketalization

被引：42

作者：

Ravindar, Kontham ^{[1
]}

Reddy, Maddi Sridhar ^{[1
]}

Lindqvist, Lisa ^{[2
]}

Pelletier, Jerry ^{[2
]}

Deslongchamps, Pierre ^{[1
]}

机构：

[1] Univ Sherbrooke, Dept Chim, Sherbrooke, QC J1K 2R1, Canada

[2] McGill Univ, Dept Biochem & Oncol, Montreal, QC H3G 1Y6, Canada

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 19期

基金：

加拿大自然科学与工程研究理事会;

关键词：

GORGONIAN ISIS-HIPPURIS; INHIBITOR;

D O I：

10.1021/ol1019663

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The steroidal natural product hippuristanol targets eukaryotic translation initiation factor (eIF)4A which plays a pivotal role in translation in eukaryotic cells. Now an efficient synthesis of hippuristanol from 11-ketotigogenin is reported. The synthesis features a rapid construction of a spiroketal unit via Hg(OTf)(2)-catalyzed oxidation/spiroketalization of the 3-alkyn-1,7-diol motif.

引用

页码：4420 / 4423

页数：4

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