Palladium-Catalyzed Intramolecular Aminoacetoxylation
of Unactivated Alkenes with Hydrogen Peroxide as Oxidant
Haitao Zhu
Pinhong Chen
Guosheng Liu
10.1021/acs.orglett.5b00373.s002
https://acs.figshare.com/articles/dataset/Palladium_Catalyzed_Intramolecular_Aminoacetoxylation_of_Unactivated_Alkenes_with_Hydrogen_Peroxide_as_Oxidant/2184433
A palladium-catalyzed intramolecular
aminoacetoxylation of unactivated
alkenes was developed in which H<sub>2</sub>O<sub>2</sub> was used
as the sole oxidant. A variety of 3-acetoxylated piperidines were
obtained in good yields with good to excellent regio- and diastereoselectivities.
Mechanistic study revealed that the addition of di(2-pyridyl) ketone
(dpk) ligand was crucial to promote the oxidative cleavage of the
C–Pd(II) bond by H<sub>2</sub>O<sub>2</sub> to give the C–OAc
bond.
2015-03-20 00:00:00
acetoxylated
diastereoselectivitie
Aminoacetoxylation
oxidative
intramolecular
OxidantA
Alkene
piperidine
aminoacetoxylation
ligand
variety
Mechanistic
Unactivated
alkene
H 2O
di
Peroxide
regio
oxidant
unactivated
dpk
yield
ketone
Intramolecular
cleavage
bond