67321-61-3Relevant academic research and scientific papers
A novel Barton decarboxylation produces a 1,4-phenyl radical rearrangement domino reaction
Manchado, Alejandro,García, Mercedes,Salgado, Mateo M.,Díez, David,Garrido, Narciso M.
, p. 5240 - 5247 (2018/05/29)
A novel 1,4-Phenyl radical rearrangement (1,4-PhRR) is described in a typical Barton decarboxylation procedure. While carrying out this reaction in presence of a N,N-disubstituted β-amino acid derivative, the decarboxyphenyl rearranged derivative is obtained, as well as in presence of β-N,N-acylamide. On the other hand, secondary amines give the β-lactam derivative without rearrangement, as well as N-Fmoc derivatives give the normal decarboxylation reaction. In regards of amines which are far away from the carboxylic group, such as δ-amino acid derivatives, the reaction occur through a typical Barton decarboxylation without rearrangement. The diversity of the reaction proves synthetic usefulness paving the way to interesting biologically active compounds.
Selective deprotection strategies to N-(α-methylbenzyl)-β-amino esters and derived β-lactams
Davies, Stephen G.,Ichihara, Osamu
, p. 6045 - 6048 (2007/10/03)
A variety of N,N-diprotected β-amino esters, prepared by highly diastereoselective conjugate addition of chiral lithium amides, were selectively mono-deprotected under either reductive (hydrogenolysis) or oxidative (DDQ or CAN) conditions. Combined with t
ASYMMETRIC SYNTHESIS WITH CHIRAL HYDROXYLAMINES. SYNTHESIS OF OPTICALLY PURE 4-SUBSTITUTED AZETIDINONES
Baldwin, S. W.,Aube, J.
, p. 179 - 182 (2007/10/02)
The reaction between β-substituted acrylate esters and α-methylbenzyl hydroxyl amine affords diastereoisomeric 5-isoxazolidinones, convenient precursors of simple optically pure 2-azetidinones.
