Synthesis and characterization of (±)-13-hydroxy-3,11-diaza steroids

被引：10
|
作者：
Ibrahim-Ouali, Malika [1 ]
Romero, Eugenie [1 ]
机构：
[1] Univ Aix Marseille 3, Fac Sci & Tech St Jerome, CNRS, Inst Sci Mol Marseille,UMR 6263, F-13397 Marseille 20, France
来源：
STEROIDS | 2012年 / 77卷 / 1-2期
关键词：
Aza steroids; Pyridine; Intramolecular Diels-Alder reaction; Thermolysis; Wacker oxidation; 1ST TOTAL-SYNTHESIS; EFFICIENT SYNTHESIS; 1,8-BIS(TRIMETHYLSILYL)-2,6-OCTADIENE; OXIDATION; OLEFINS; ROUTE; RING;
D O I：
10.1016/j.steroids.2011.11.003
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
An efficient strategy for introducing a nitrogen atom in positions 3 and 11 of the steroidal skeleton, which are key positions for biological purposes, is described. This procedure involves an intramolecular Diels-Alder cycloaddition of o-quinodimethanes which are generated from a 3-azabicyclo[4.2.0]octa-1,3,5-trien-7-one. The characteristic H-1 and C-13 NMR spectroscopic features of the synthesized compounds are reported. (C) 2011 Elsevier Inc. All rights reserved.
引用
收藏
页码：157 / 167
页数：11
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