Ruthenium-Porphyrin-Catalyzed [4 + 2] Cycloaddition of 伪,尾-Unsaturated Imines and Aldehydes

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• 作者：Kazuki Maeda ; Takuma Terada ; Takahiro Iwamoto ; Takuya Kurahashi ; Seijiro Matsubara
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：November 6, 2015
• 年：2015
• 卷：17
• 期：21
• 页码：5284-5287
• 全文大小：311K
• ISSN：1523-7052

文摘

A new efficient synthetic route to unsymmetrically substituted dihydropyridine scaffolds via dehydrative [4 + 2] cycloaddition of N-tosylated 伪,尾-unsaturated imines with aldehydes has been developed. This transformation is enabled by (i) the remarkable catalytic ability of the cationic Ru(IV) porphyrin complex to activate both the imino and carbonyl groups and (ii) the hydrophobic nature of the porphyrin ligand, which helps realize robust Lewis acidity in the dehydrative cycloaddition.