3-Methylene-4-amido-1,2-diazetidine as a Formal 1,4-Dipole Precursor: Lewis Acid-Catalyzed Nucleophilic Addition with Silylated Nucleophiles

5 years ago

3-Methylene-4-amido-1,2-diazetidine as a Formal 1,4-Dipole Precursor: Lewis Acid-Catalyzed Nucleophilic Addition with Silylated Nucleophiles

Keiko Kobayashi, Yuki Matsui, Akimori Wada, Ryosuke Kan, Takashi Okitsu, Yuji Yoshida

3-Methylene-4-amido-1,2-diazetidine (MADA) was prepared for the first time via formal [2 + 2] cycloaddition of an allenamide and an azodicarboxylate. MADA worked as a formal 1,4-dipole precursor toward nucleophilic addition with various silyl enol ethers and allyltrimethylsilanes.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02194

DOI: 10.1021/acs.orglett.7b02194

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