Enantioselective Synthesisof Benzofuran-Fused N ‑Heterocycles via ChiralSquaramide Catalyzed [4+ 2] Cyclization of Azadienes with Azlactones
2019
An asymmetric cyclization reaction of azadienes and azlactones was investigated by employing a Cinchona squaramide catalyst, which could afford a series of benzofuran-fused six-membered heterocycles containing a α,α-disubstituted amino acid unit in a highly diastereoselective (>20:1 dr) and enantioselective (up to 99% ee) manner with good to excellent yields (up to 92%). A plausible pathway was proposed to explain the reaction process.
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