钯烯醇盐与异氰酸酯的对映选择性螺环化反应。
Enantioselective Spirocyclization of Pd-Enolates and Isocyanates.
作者信息
Barbor Jay P, Flesch Kaylin N, Chan Melinda, Ang Hannah R, Stoltz Brian M
机构信息
Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E. California Blvd, MC 101-20, Pasadena, CA, 91125, USA.
出版信息
Angew Chem Int Ed Engl. 2025 Jun 2;64(23):e202502583. doi: 10.1002/anie.202502583. Epub 2025 Apr 17.
Abstract
An enantioselective cyclization of Pd-enolates and isocyanates to form spirocyclic γ-lactams is reported. This reaction proceeds under mild reaction conditions and utilizes a novel Meldrum's acid derivative to achieve catalyst turnover, delivering enantioenriched products in up to 97% yield and 96% ee. Preliminary mechanistic investigations suggest that the reaction may proceed via the formation of higher-order species.
摘要
报道了钯烯醇盐与异氰酸酯的对映选择性环化反应以形成螺环γ-内酰胺。该反应在温和的反应条件下进行，并利用一种新型丙二酸亚异丙酯衍生物实现催化剂的周转，以高达97%的产率和96%的对映体过量得到对映体富集的产物。初步的机理研究表明，该反应可能通过形成高阶物种来进行。
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