181517-76-0Relevant academic research and scientific papers
Epimerization of trans-3-arylaziridine-2-carboxylates at the C3 position
Kumamoto, Takuya,Nagayama, Shin-ichiro,Hayashi, Yukiko,Kojima, Hiroaki,David, Lemin,Nakanishi, Waka,Ishikawa, Tsutomu
, p. 1155 - 1170 (2008)
We describe here effective epimerization of trans to cis isomer of 1-benzyl-3-arylaziridine-2-carboxylates. The combination of samarium metal, iodine and N,N-dimethylaminoethanol promoted the epimerization of trans isomer to a ca. 1 : 1 mixture of cis and trans ones. Investigating more effective catalyst, indium chloride was found to afford a ca. 2 : 1 mixture of cis and trans isomers. Epimerization at benzylic position in the aziridines is suggested from the result with optically active ones. Preparation of cis-2-indolylaziridine towards construction of aziridinomitosene skeleton was achieved in this epimerization reaction.
