Highly stereoselective synthesis of steroidal 2,5-diketopiperazines based on isocyanide chemistry

被引:22
作者
Bruttomesso, Andrea C. [1 ]
Eiras, Javier
Ramirez, Javier A.
Galagovsky, Lydia R.
机构
[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CONICET, RA-1428 Buenos Aires, DF, Argentina
关键词
2,5-Diketopiperazines; Heterocyclic steroids; Multicomponent reaction; Ugi reaction; CYP17; INHIBITORS; DERIVATIVES;
D O I
10.1016/j.tetlet.2009.03.219
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学];
摘要
In this Letter we report that the Ugi reaction/cyclization sequence on a steroidal 17-carboxaldehyde leads to novel steroidal 2,5-diketopiperazines with a noteworthy stereoselectivity. A wide variety in the substitution pattern in the heterocyclic moiety was easily achieved by changing the components in the Ugi reaction. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4022 / 4024
页数:3
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