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

被引:14
作者
Okitsu, Takashi [1 ]
Kobayashi, Keiko [1 ]
Kan, Ryosuke [1 ]
Yoshida, Yuji [1 ]
Matsui, Yuki [1 ]
Wada, Akimori [1 ]
机构
[1] Kobe Pharmaceut Univ, Dept Organ Chem Life Sci, Higashinada Ku, 4-19-1 Motoyamakita Machi, Kobe, Hyogo 6588558, Japan
关键词
2+2 CYCLOADDITION REACTION; ORGANIC-SYNTHESIS; OXYALLYL CATIONS; ALLENAMIDES; RING; CYCLOPROPANES; AZETIDINES; ALKENES; DERIVATIVES; CLEAVAGE;
D O I
10.1021/acs.orglett.7b02194
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:4592 / 4595
页数:4
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