126899-79-4Relevant academic research and scientific papers
Reverse Cope Elimination Reactions. 1. Mechanism and Scope
Ciganek, Engelbert,Read, John M.,Calabrese, Joseph C.
, p. 5795 - 5802 (2007/10/03)
N-4-Pentenyl- and N-5-hexenyl-N-methylhydroxylamine cyclized under mild conditions in a reverse Cope elimination reaction to give 1,2-dimethylpyrrolidine N-oxide and 1,2-dimethylpiperidine N-oxide, respectively.The reaction was shown to be concerted and thermodynamically controlled.The scope of this novel cyclization is discussed, and comparisons are made with the closely related and previously reported cyclization of monosubstituted alkenylhydroxylamines to give cyclic hydroxylamines.
Reverse Cope Eliminations. Pyrrolidine and Piperidine N-Oxides by Intramolecular Addition of N,N-Disubstituted Hydroxylamines to Unactivated Double Bonds
Ciganek, Engelbert
, p. 3007 - 3009 (2007/10/02)
N-(4-Pentenyl)- and N-(5-hexenyl)-N-methylhydroxylamine and some of their derivatives cyclize under mild conditions in a concerted reverse Cope elimination to give 2-alkylpyrrolidine and 2-alkylpiperidine N-oxides.
