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Synthesis of β-Lactams via Enantioselective Allylation of Anilines with Morita–Baylis–Hillman Carbonates
Synlett ( IF 1.7 ) Pub Date : 2020-01-16 , DOI: 10.1055/s-0039-1691570
You Zi 1 , Markus Lange 1 , Philipp Schüler 2 , Sven Krieck 2 , Matthias Westerhausen 2 , Ivan Vilotijevic 1
Affiliation  

Enantioenriched β-lactams are accessed via enantioselective allylation of anilines with Morita–Baylis–Hillman carbonates followed by a base-promoted cyclization. The resulting 3-methyleneazetidin-2-ones are amenable to diastereoselective functionalization to produce analogues of biologically active β-lactams. The use of nearly equimolar quantities of the starting materials make this method efficient and straightforward.

中文翻译:

通过苯胺与 Morita-Baylis-Hillman 碳酸盐的对映选择性烯丙基化合成 β-内酰胺

通过苯胺与 Morita-Baylis-Hillman 碳酸盐的对映选择性烯丙基化,然后进行碱促进环化,可以得到富含对映体的 β-内酰胺。由此产生的 3-methyleneazetidin-2-ones 可以进行非对映选择性功能化,以产生生物活性 β-内酰胺的类似物。使用几乎等摩尔量的起始材料使该方法有效且直接。
更新日期:2020-01-16
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