156339-90-1Relevant academic research and scientific papers
Cycloadditions of Nitrile Oxides and Nitrones to 4,4-Methylene-1-methylpiperidine: Studies in Regio- and Stereoselectivity
Fisera, L.,Sauter, F.,Froehlich, J.,Feng, Y.,Ertl, P.,Mereiter, K.
, p. 553 - 564 (1994)
A series of spiro-substituted isoxazole derivatives were synthesized by 1,3-dipolar cycloadditions of nitrile oxides and nitrones to 4,4-methylene-1-methylpiperidine.Since nmr studies confirmed that only one regioisomer was formed selectively, semi-empirical quantum mechanical methods (AM1) were used to rationalize this regiochemical preference via calculation and inspection of HOMO-LUMO-energy and coefficients.X-ray structure analysis carried out for one of these products showed the occurrence of only one stereoisomer, explicable by comparing AM1-calculated ΔHf-values of all possible cycloadducts. - Keywords: 1,3-Dipolar cycloaddition; Nitrile oxide; Nitrone; 4,4-Methylene-1-methylpiperidine; AM1 calculations.
Synthesis of Spiro-substituted 1,3-Oxazines by a New Sequence Leading to Spiroheterocycles
Fisera, L.,Sauter, F.,Froehlich, J.,Feng, Y.,Mereiter, K.
, p. 909 - 920 (2007/10/02)
The target compounds, i.e. 1,3-oxazines which are spiro-substituted in position 6 by a piperidine moiety, are derived from 1-oxa-3,9-diaza-spiroundecane, a novel heterocyclic parent system.They were all approached by the following three-step sequence
