1026008-65-0Relevant academic research and scientific papers
Preparation of 2,2,6-trisubstituted 7-oxa-1-azabicyclo[2.2.1]heptanes from 4-nitro-1-butene derivatives. A route to 2,2,6-trisubstituted-4- hydroxypiperidines
Budzinska, Anna,Bukowska, Maria,Sas, Wojciech
, p. 565 - 568 (1999)
4-Nitro-1-butene derivatives 2 readily available from the palladium(0)- catalyzed C-allylation of nitroalkanes were converted into 7-oxa-1- azabicyclo[2.2.1]heptane derivatives 5 in three easy steps including an intramolecular 1,3-dipolar cycloaddition reaction of N-(3-alkenyl)nitrones. The palladium catalyzed hydrogenolysis of the compounds 5 afforded 2,2,6- trisubstituted-4-hydroxypiperidines. The oxidation of 5 by 3 equiv. of m- chloroperbenzoic acid (MCPBA) gave acyclic β-hydroxy-δ-nitroketones 9 in high yield.
Preparation of highly substituted 7-oxa-1-azabicyclo[2.2.1]heptanes from 4-nitro-1-butene derivatives. Route to polysubstituted piperidines
Budzińska, Anna,Sas, Wojciech
, p. 2021 - 2030 (2007/10/03)
4-Nitro-1-butene derivatives 2 readily available from the palladium(0)-catalyzed C-allylation of nitroalkanes were converted into highly substituted 7-oxa-1-azabicyclo[2.2.1]heptane derivatives 6 in three steps including an intramolecular 1,3-dipolar cycloaddition reaction. Catalytic hydrogenolysis of the N-O bond in 6 afforded polysubstituted 4-hydroxypiperidines.
