935853-52-4Relevant academic research and scientific papers
The first enantioenriched metalated nitrile possessing macroscopic configurationat stability
Carlier, Paul R.,Zhang, Yiqun
, p. 1319 - 1322 (2007)
Figure presented Magnesium - bromine exchange on enantiopure cyclopropyl bromonitrile 5 at -100°C for 1 min followed by a D2O quench gives the deuterionitrile in 81% ee (retention); additional trapping experiments establish t1/2(rac) = 11.4 h at -100°C. These experiments provide the first glimpse into the stereochemical aspects of Mg-Br exchange. The intermediate formed is the first metalated nitrile demonstrated to possess macroscopic configurational stability.
