87385-09-9Relevant academic research and scientific papers
ACID-CATALYZED THERMOLYSIS OF DICYCLOPROPYL KETIMINES. SUBSTITUENT EFFECTS ON THE COURSE OF THE REARRANGEMENT
Wasserman, Harry H.,Dion, Robert P.
, p. 3409 - 3412 (1983)
On thermolysis with ammonium halides, dicyclopropyl ketimines yield cyclopropyl pyrrolines resulting from SN2 ring-opening by the nucleophilic halide.In the absence of a nucleophilic counterion, the acid-catalyzed thermolyses lead to pyrroles if there can be stabilization of cationic intermediates by an electron-releasing substituent.
CYCLOPROPANONE EQUIVALENTS FROM 3-CHLOROPROPIONIC ACID. USE OF 1-PIPERIDINO-1-TRIMETHYLSILYLOXYCYCLOPROPANE IN SYNTHETIC APPLICATIONS
Wasserman, Harry H.,Dion, Robert P.,Fukuyama, James
, p. 3203 - 3216 (2007/10/02)
1-Piperidino-1-trimethylsilyloxycyclopropane and the corresponding 1-hydroxy-1-piperidinocyclopropane, conveniently prepared from the piperidide of 3-chloropropionic acid, react as cyclopropanone equivalents with various nucleophiles.Use of these derivatives in the formation of pyrroles, pyrrolines and pyrrolizidines is described.The rearrangement of dicyclopropyl ketimines is explored.
