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从环烯醇和硫非胺胺基中合成类固醇定义的环烯胺衍生物

Katerina Scotchburn¹, Livi G Allen¹, Sophie A L Rousseaux¹

¹Davenport Research Laboratories, Department of Chemistry, University of Toronto, Toronto, Ontario M5S 3H6, Canada.

Organic letters

|February 9, 2026

概括

一种新方法通过使用环醇和硫胺来合成环胺衍生物. 这种方法可以获得富含酵素的环胺和各种类型定义衍生物.

科学领域:

有机化学有机化学
合成方法论合成方法论
不对称的合成方法

背景情况:

环烯胺衍生物是药物化学和材料科学中宝贵的构建模块.
这些化合物的高效和立体选择性合成仍然是一个挑战.

研究的目的:

开发一种新型的合成路径,以获得环胺衍生物.
为了在合成富含的环胺中实现高立体控制.

主要方法:

环醇与硫胺在基和Zn (II) 盐的存在下发生的反应.
使用性分辨率与丰富的硫胺核友.
硫胺产品的衍生物化为未受保护的环胺或氧化为S(VI) 功能组.

主要成果:

通过环开通的同酸盐中间体成功合成环胺衍生物.
获得具有高反体过量 (>99% ee) 的以反丰富的环胺.
产生类型定义的环胺衍生物,具有较高的二聚体比率 (>20:1 dr).

结论:

开发的方法提供了一个易于和立体选择的途径,以不同的环烯胺衍生物.
这种方法为进一步的合成应用提供了获取有价值的性构建块的途径.
硫胺中间体的多功能性允许进一步的功能化和多样化.

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