Diastereoselective Synthesis of Highly Functionalized γ-Lactams via Ugi Reaction/Michael Addition

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作者
机构
[1] Vidal, Herika D. A.
[2] Nunes, Paulo S. G.
[3] Martinez, Alice K. A.
[4] Januário, Marcelo A. P.
[5] Santiago, Pedro H. O.
[6] Ellena, Javier
[7] Corrêa, Arlene G.
基金
巴西圣保罗研究基金会;
关键词
Carbonyl compounds - Stereoselectivity;
D O I
10.1002/asia.202400917
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学科分类号
摘要
The γ-lactam ring is a prominent feature in medicinal chemistry, and its synthesis has garnered significant interest due to its valuable properties. Among the γ-lactams, 2-oxopyrrolidine-3-carbonitrile derivatives stand out as versatile synthons that can be readily transformed into a variety of other functional groups. In this work, we successfully synthesized highly functionalized 3-cyano-2-pyrrolidinones with moderate to good overall yields using the Ugi reaction followed by intramolecular Michael addition. The process demonstrated excellent diastereoselectivity and showed good tolerance to a range of isonitriles and carbonyl compounds. © 2024 Wiley-VCH GmbH.
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