A tin-catalyzed reaction of α-hydroxy ketones with 1,1-dicyanoalkenes produced 2-amino-4,5-dihydrofuran-3-nitriles. In the catalytic reaction, tin enolates were generated from α-hydroxy ketones as active catalytic species. The highly basic ability of the Sn–O bonds played an important role in the reactions. This tin-catalyzed reaction was highly atom-economical and required no other metal reagents.
S. Tsunoi, Y. Seo, Y. Takano, I. Suzuki and I. Shibata, Org. Biomol. Chem., 2016, 14, 1707 DOI: 10.1039/C5OB02492G
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