618884-71-2Relevant academic research and scientific papers
Nucleophilic trifluoromethylation of aziridinyl ketones: A convenient access to fluorinated aziridinyl alcohols
Mlostoń, Grzegorz,Obijalska, Emilia,Zi?bacz, Paulina,Matyszewski, Krzysztof,Urbaniak, Katarzyna,Linden, Anthony,Heimgartner, Heinz
, p. 192 - 197 (2013/11/19)
A convenient synthesis of α-(aziridin-2-yl)-α-(trifluoromethyl) alcohols starting with ethyl aziridine-2-carboxylates is reported. Grignard reaction with the corresponding Weinreb amides led to aziridin-2-yl ketones, and subsequent treatment with Ruppert-Prakash reagent gave the trimethylsilylated target compounds as mixtures of diastereoisomers, which were desilylated with TBAF. In the case of ethyl 1-((S)-1-phenylethyl)aziridine-2-carboxylate, (S,S)- and (S,R)-aziridin-2-yl ketones were obtained, separated chromatographically and transformed into the desired enantiomerically pure α-trifluoromethylated alcohols.
Alkylative ring opening of N -methylaziridinium ions and a formal synthesis of tyroscherin
Yoon, Doo-Ha,Kang, Philjun,Lee, Won Koo,Kim, Yongeun,Ha, Hyun-Joon
supporting information; experimental part, p. 429 - 431 (2012/03/10)
Alkylative ring-opening reactions of stable 2-substituted N-methylaziridinium ions proceeded with various alkyl- or arylmagnesium bromides in the presence of CuI to yield synthetically valuable and optically pure alkylated acyclic amines in a completely r
