76185-93-8Relevant academic research and scientific papers
Addition to bicyclobutane derivatives. IV. Stereochemistry of the addition of secondary amines to bicyclobutane-1-carbonitrile and 3-methylbicyclobutane-1-carbonitrile
Razin, V. V.,Vasin, V. A.,Ogloblin K. A.
, p. 671 - 679 (2007/10/02)
Secondary amines (dimethylamine, diethylamine, pyrrolidine, piperidine, and morpholine) add to bicyclobutane-1-carbonitrile and 3-methylbicyclobutane-1-carbonitrile exclusively at the central C-C bond with nucleophilic attack at the β position in relation to the nitrile group.The reactions are not stereospecific, but they are all cis-stereoselective.It was found that the structure of the substrate and the reagent and also the nature of the solvent have effects on the stereochemistry of addition.
