Protecting Group-Free Syntheses of (4S,5S,11R)- and (4S,5S,11S)-iso-Cladospolide B and Their Biological Evaluation

被引：14

作者：

Reddy, Chada Raji ^{[1
]}

Rao, Nagavaram Narsimha ^{[1
]}

Sujitha, Pombala ^{[2
]}

Kumar, Chityal Ganesh ^{[2
]}

机构：

[1] Indian Inst Chem Technol, CSIR, Div Nat Prod Chem, Hyderabad 500007, Andhra Pradesh, India

[2] Indian Inst Chem Technol, CSIR, Biol Chem Lab, Hyderabad 500007, Andhra Pradesh, India

来源：

SYNTHESIS-STUTTGART | 2012年 / 44卷 / 11期

关键词：

total synthesis; protecting groups; coupling; lactones; ISO-CLADOSPOLIDE-B; EFFICIENT TOTAL-SYNTHESIS; CROSS-COUPLING REACTIONS; POTASSIUM; 3-AMINOPROPYLAMIDE; ASYMMETRIC DIHYDROXYLATION; ABSOLUTE STEREOCHEMISTRY; ACIDS;

D O I：

10.1055/s-0031-1290986

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Short and efficient total syntheses of (4S,5S,11R)- and (4S,5S,11S)-iso-cladospolide B were achieved in five steps each without using any protecting groups. The key steps were an alkyne-zipper reaction, a Suzuki cross coupling, and a Sharpless asymmetric dihydroxylation. The biological activities of both natural products toward various cancer cell lines were tested for the first time.

引用

页码：1663 / 1666

页数：4

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