Catalytic aziridination of electron-deficient olefins with an N-chloro-N-sodio carbamate and application of this novel method to asymmetric synthesis.
A new method for the aziridination of electron-deficient olefins using an N-chloro-N-sodio carbamate is described; the reaction was promoted by phase-transfer catalysis (solid-liquid) and afforded aziridines from alpha,beta-unsaturated ketones, esters, sulfones and amides.
Minakata
Satoshi
S
Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan. minakata@chem.eng.osaka-u.ac.jp
Murakami
Yuta
Y
Tsuruoka
Ryoji
R
Kitanaka
Shinsuke
S
Komatsu
Mitsuo
M
D000475:Alkenes / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D002219:Carbamates / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D017606:Chlorine Compounds / Q000737:chemistry*; D004583:Electrons; D015394:Molecular Structure; D013237:Stereoisomerism
D000475:Alkenes; D001388:Aziridines; D002219:Carbamates; D017606:Chlorine Compounds