119875-67-1Relevant articles and documents
A direct route to C-vinylaziridines: Reaction of N-sufonylimines with allylic ylides under phase-transfer conditions or with preformed ylides at low temperature
Li, An-Hu,Dai, Li-Xin,Hou, Xue-Long,Chen, Min-Bo
, p. 4641 - 4648 (1996)
Allylic sulfonium salts 3, 5, 7, 11, 12, 13, and arsonium salt 14 react with aromatic, heteroaromatic, and α,β-unsaturated N-sulfonylimines under solid-liquid phase-transfer conditions in the presence of KOH at room temperature to produce, respectively, vinyl-, (α-phenylvinyl)-, and [α-(trimetriylsilyl)-vinyl]aziridines in excellent yields within several minutes. In some cases, pyrroline compound 9 is obtained as a minor product. This aziridination reaction has also been carried out with preformed ylides, generated from sulfonium salts 3, 7, arsonium salt 14, and telluronium salts 15, 16 with a base in THF at -78°C. In most examples, quantitative yields were achieved. However, the trans/ cis selectivity of the reaction was not high in either case. A semistable allylic sulfonium ylide, i.e., dimethylsulfonium 3-(trimethylsilyl)allylide, was found to not undergo an expected [2,3]-σ-rearrangement and so can also be used in this reaction.
DIALKYLTELLURONIUM ALLYLIDE AS A NOVEL REAGENT FOR SYNTHESIS OF Α,Β-UNSATURATED EPOXIDES
Osuka, Atsuhiro,Suzuki, Hitomi
, p. 5109 - 5112 (2007/10/02)
Reaction of dialkyltelluronium allylide with aldehydes gave rise to α,β-unsatirated epoxides with moderate Z-selectivity and in good yields.
