52826-24-1Relevant academic research and scientific papers
Catalyst-Free Regioselective [3+2] Cycloadditions of α,β-unsaturated N-arylnitrones with Alkenes to Access Functionalized Isoxazolidines: A DFT Study
Ghosh, Arnab,Mane, Manoj V.,Rode, Haridas B.,Patil, Siddappa A.,Sridhar, Balasubramanian,Dateer, Ramesh B.
supporting information, p. 899 - 903 (2020/03/03)
The catalyst-free regioselective [3+2]-cycloaddition of α,β-unsaturated N-arylnitrones with alkenes are developed. The series of synthetically important functionalized isoxazolidines are prepared in good to excellent yields by step economic pathway under ligand and transition-metal-free conditions. The regioselective cycloaddition pathway supported by control experiment and computational study.
An efficient C2-homologation of aromatic aldehydes via 5-hydroxyisoxazolidines
Di Nunno,Scilimati
, p. 4121 - 4132 (2007/10/02)
The reaction of lithium enolate of acetaldehyde (generated by the known cycloreversion of THF in the presence of n-BuLi) with a number of aryl N-phenylnitrones affords 2-phenyl-3-aryl-5-hydroxyisoxazolidines (trans + cis) in high yields. A low conversion or no reaction at all were instead observed with some N-alkylnitrones (methyl and t-butyl, respectively). Base (or acid) induced decomposition of 5-hydroxyisoxazolidines allows cinnamaldehydes to be obtained in high yields. Thus the combination of the synthesis and decomposition of 5-hydroxyisoxazolidines provides a new efficient way for the C2-homologation of aromatic aldehydes.
