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通过甾体皂苷元与对苯二甲醛的双BF·EtO催化羟醛缩合反应合成通过1,4-二亚甲基苯部分连接的二聚螺旋甾醇。

Synthesis of dimeric spirostanols linked through a 1,4-dimethylidenebenzene moiety by double BF·EtO-catalyzed aldol condensation of steroid sapogenins and terephtalaldehyde.

作者信息

Ramos-Enríquez Manuel A, Rárová Lucie, Iglesias-Arteaga Martín A

机构信息

Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México, D.F., Mexico.

Department of Chemical Biology and Genetics, Centre of the Region Haná for Biotechnological and Agricultural Research, Faculty of Science, Palacký University, Šlechtitelů 27, CZ-783 71 Olomouc, Czech Republic.

出版信息

Steroids. 2018 Dec;140:58-61. doi: 10.1016/j.steroids.2018.08.005. Epub 2018 Aug 25.

Abstract

BF·EtO-catalyzed double aldol condensation between acetylated steroid sapogenins and terephtalaldehyde led to acetylated dimeric spirostanols linked through a 1,4-dimethylidenebenzene moiety in moderate to good yields. The E configurations of the introduced double bonds were corroborated by NOE experiments. Saponification of the dimeric steroids led to the corresponding dimeric spirostanols.

摘要

BF·EtO催化的乙酰化甾体皂苷元与对苯二甲醛之间的双羟醛缩合反应,以中等至良好的产率生成了通过1,4-二亚甲基苯部分连接的乙酰化二聚螺旋甾醇。通过NOE实验证实了引入双键的E构型。二聚甾体的皂化反应生成了相应的二聚螺旋甾醇。

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