20-deoxy-20-fluorocamptothecin: Design and synthesis of camptothecin isostere

被引：54

作者：

Shibata, N ^{[1
]}

Ishimaru, T ^{[1
]}

Nakamura, M ^{[1
]}

Toru, T ^{[1
]}

机构：

[1] Nagoya Inst Technol, Grad Sch Engn, Dept Appl Chem, Showa Ku, Nagoya, Aichi 4668555, Japan

来源：

SYNLETT | 2004年 / 14期

关键词：

fluorine. antitumor agent; asymmetric synthesis; camptothecin; topoisomerase I;

D O I：

10.1055/s-2004-834810

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

20-Deoxy-20-fluorocamptothecin (2) has been synthesized as an isosteric analogue of camptothecin (1). The use of selectfluor or N-fluorobenzenesulfonimide for the electrophilic fluorination of 20-deoxycamptothecin (3) yields the target compound. Enantioselective fluorination of 3 was also achieved using our previously described cinchona alkaloids/selectfluor combination to provide both enantiomers of 2 with 88% ee and 81% ee, respectively.

引用

页码：2509 / 2512

页数：4

共 54 条

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