103722-77-6Relevant academic research and scientific papers
Cathodic Reduction of 1-Nitroalkenes to Oximes and Primary Amines
Wessling, Michael,Schaefer, Hans J.
, p. 2303 - 2306 (2007/10/02)
1-Nitroalkenes are reduced in high yields at -0.3 to -0.5 V (vs.SCE) at a mercury or graphite cathode to oximes.At higher cathodic reduction potentials (-1.1 V) primary amines are selectively obtained in fair yields.Nitroalkadienes are selectively reduced at the double bond conjugated with the nitro group to either the oxime or amine.Key Words: Electrochemistry / 1-Nitroalkenes, reduction of / Oximes / Amines
INTRAMOLECULAR N-ALKENYLNITRONE-ADDITIONS. REGIO- AND STEREOCHEMISTRY
Oppolzer, W.,Siles, S.,Snowden, R. L.,Bakker, B. H.,Petrzilka, M.
, p. 3497 - 3509 (2007/10/02)
Efficient intramolecular cycloadditions of N-3-alkenyl- and N-4-alkenylnitrones proceed with opposite regioselection which is modified by dipolarophile-substituent effects.Polycyclic isoxazolidines are obtained in a highly stereocontrolled fashion, consistent with an endo-addition of the Z-nitrones.
