Abstract

Several new trans-dihydronarciclasine analogues were stereo­selectively synthesised by applying our feasible and efficient process developed recently. These new phenanthridone alkaloid derivatives were obtained in both racemic and optically active forms. During their enantioselective syntheses, high selectivities (up to 99% ee) were achieved by using (8S,9S)-9-amino(9-deoxy)epiquinine as an organocatalyst. The modifications, the introduction of ethoxy or methoxy groups, were made in ring A of the phenanthridone scaffold.

Several new trans-dihydronarciclasine analogues were stereo­selectively synthesised by applying our feasible and efficient process developed recently. These new phenanthridone alkaloid derivatives were obtained in both racemic and optically active forms. During their enantioselective syntheses, high selectivities (up to 99% ee) were achieved by using (8S,9S)-9-amino(9-deoxy)epiquinine as an organocatalyst. The modifications, the introduction of ethoxy or methoxy groups, were made in ring A of the phenanthridone scaffold.

中文翻译：

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反式-二氢水杨酸类似物的高度立体选择性合成

摘要

通过应用我们最近开发的可行而有效的方法，立体选择性地合成了几种新的反式-二氢水杨酸类似物。这些新的菲啶酮生物碱衍生物以外消旋和旋光形式获得。在他们的对映选择性合成过程中，通过使用（8 S，9 S）-9-氨基（9-脱氧）表醌作为有机催化剂，可以实现高选择性（高达99％ee）。在菲蒽酮支架的环A中进行了修饰，即引入乙氧基或甲氧基。

通过应用我们最近开发的可行而有效的方法，立体选择性地合成了几种新的反式-二氢水杨酸类似物。这些新的菲啶酮生物碱衍生物以外消旋和旋光形式获得。在他们的对映选择性合成过程中，通过使用（8 S，9 S）-9-氨基（9-脱氧）表醌作为有机催化剂，可以实现高选择性（高达99％ee）。在菲蒽酮支架的环A中进行了修饰，即引入乙氧基或甲氧基。