RT Journal Article
T1 Enantioselective synthesis of a-aryl a-hydrazino phosphonates
A1 Alberca, Saúl
A1 Romero Parra, Javier
A1 Fernández López, Israel
A1 Fernández, Rosario
A1 Lassaletta, José M.
A1 Monge, David
AB Catalysts generated in situ by the combination of pyridine–hydrazone N,N-ligands and Pd(TFA)2 have been applied to the addition of arylboronic acids to formylphosphonate-derived hydrazones, yielding α-aryl α-hydrazino phosphonates in excellent enantioselectivities (96 → 99% ee). Subsequent removal of the benzyloxycarbonyl (Cbz) N-protecting group afforded key building blocks en route to appealing artificial peptides, herbicides and antitumoral derivatives. Experimental and computational data support a stereochemical model based on aryl-palladium intermediates in which the phosphono hydrazone coordinates in its Z-configuration, maximizing the interactions between the substrate and the pyridine–hydrazone ligand.
PB RSC
YR 2024
FD 2024
LK https://hdl.handle.net/20.500.14352/108997
UL https://hdl.handle.net/20.500.14352/108997
LA eng
NO Ministerio de Ciencia e Innovación (España)
NO Junta de Andalucía
DS Docta Complutense
RD 15 abr 2025