Elucidation of the absolute configuration of knipholone and knipholone anthrone by quantum chemical CD calculations

被引:26
作者
Bringmann, G [1 ]
Kraus, J [1 ]
Menche, D [1 ]
Messer, K [1 ]
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
关键词
knipholone (anthrone); axial chirality; circular dichroism; quantum chemical calculations;
D O I
10.1016/S0040-4020(99)00391-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The absolute configuration of knipholone, an axially chiral phenylanthraquinone from Kniphofia, Bulbine, and Bulbinella species, has been established as M by quantum chemical CD calculations. For further evidence, the absolute stereostructure of the related compound knipholone anthrone, which has a significantly different chromophor, was likewise elucidated. The fact that both natural biaryls compounds were independently attributed the same absolute configuration, underlines the reliability of the results and the value of the applied method. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7563 / 7572
页数:10
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