Asymmetric total synthesis of (20R)-homocamptothecin, substituted homocamptothecins and homosilatecans

被引：29

作者：

Gabarda, AE ^{[1
]}

Du, W ^{[1
]}

Isarno, T ^{[1
]}

Tangirala, RS ^{[1
]}

Curran, DP ^{[1
]}

机构：

[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

来源：

TETRAHEDRON | 2002年 / 58卷 / 32期

基金：

美国国家卫生研究院;

关键词：

homosilatecans; topoisomerase; antitumor;

D O I：

10.1016/S0040-4020(02)00632-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient asymmetric synthesis of a key DE lactone pyridone intermediate in the synthesis of homocamptothecin is reported. The synthesis is scalable and features a Stille coupling and a Sharpless asymmetric epoxidation as the key steps. The key intermediate has been parleyed into homocamptothecin and an assortment of fluorinated homocamptothecins and homosilatecans (7-silylhomocamptothecins), thereby providing the first asymmetric entry to this important new class of antitumor agents. (C) 2002 Published by Elsevier Science Ltd.

引用

页码：6329 / 6341

页数：13

共 40 条

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Curran DP, 2000, ANN NY ACAD SCI, V922, P112

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