Selective synthesis of functionalized allylic compounds by Pd(0)-catalyzed three-component reaction of methyl propargyl carbonate with phenols and nucleophiles
作者:Noriyuki Nishioka、Toshio Koizumi
DOI:10.1016/j.tetlet.2011.05.030
日期:2011.7
A Pd(0)-catalyzed three-component reaction of methyl propargyl carbonate with phenols and nucleophiles is described. The reaction proceeded smoothly and various allylic compounds were synthesized selectively in good to excellent yields under neutral conditions. The regioselective introduction of functional groups into the allylic compounds could also be achieved. The reaction with nitrogen and carbon
On the regiochemistry of nucleophilic attack on 2-halo π-allyl complexes. Part 3: The electronic effect of phenoxide ion and the ligand
作者:Michael G. Organ、Elena A. Arvanitis、Stephen J. Hynes
DOI:10.1016/s0040-4039(02)02183-4
日期:2002.12
2,3-Dibromo-1-propene was subjected to competitive attack by malonate and different phenoxide nucleophiles in the presence of Pd substituted with monodentate or bidentate ligands. The presence of phenoxide promotes central carbon attack on the initially-formed 2-bromo Pd-pi-allyl complex by malonate in the presence of mono or bidentate ligands on Pd. However, bidentate ligands on Pd disfavour the attack of phenoxide, either at the central position or the terminal position of either of the two pi-ally complexes formed during the course of these di-additions. (C) 2002 Elsevier Science Ltd. All rights reserved.
New reactions involving palladacyclobutanes: The attack of phenoxide ion at the central carbon of both 1- and 2-bromo(π-allyl)palladium complexes
作者:Michael G Organ、Michael Miller
DOI:10.1016/s0040-4039(97)10252-0
日期:1997.11
Nucleophilic attack of phenoxideion occurs primarily at the central carbon of halo-substituted (π-allyl)Pd complexes.