960595-75-9Relevant academic research and scientific papers
Reactions of carbon nucleophiles with 2,2,3-trisubstituted ethynylaziridines
Kelley, Brandon T.,Joullie, Madeleine M.
, p. 1233 - 1239 (2013/10/22)
Carbon nucleophiles were used to open a 2,2,3-trisubstituted ethynylaziridine. A cyanide nucleophile opened the ring at the more substituted carbon, proceeding regioselectively with inversion of configuration. In an attempt to expand upon the scope of the reaction, Normant cuprates were reacted with a 2,2,3-trisubstituted ethynylaziridine. This reaction produced chiral allenes via an anti-SN2′ pathway. X-ray analysis of a derivative allowed the absolute stereochemistry of the anti-allenes to be assigned as P.
A regio- and stereoselective approach to quaternary centers from chiral trisubstituted aziridines
Forbeck, Erin M.,Evans, Cory D.,Gilleran, John A.,Li, Pixu,Joullie, Madeleine M.
, p. 14463 - 14469 (2008/09/17)
A thorough investigation of a regio- and stereospecific aziridine ring opening reaction presents new synthetic technology for the construction of a variety of quaternary β-substituted-α-amino functional groups. Mild, metal-free reaction conditions allow f
