14 research outputs found
Tafenoquine and NPC-1161B require CYP 2D metabolism for anti-malarial activity: implications for the 8-aminoquinoline class of anti-malarial compounds
Structure of Alkaloid 275A, a Novel 1-Azabicyclo[5.3.0]decane from a Dendrobatid Frog, Dendrobates
Tungsten-Mediated Selective Ring Opening of Vinylcyclopropanes
The
complexes TpWÂ(NO)Â(PMe<sub>3</sub>)Â(L), where L = 2<i>H</i>-phenol, 2<i>H</i>-<i>p</i>-cresol, 2<i>H</i>-5,6,7,8-tetrahydro-2-naphthol, 2<i>H</i>-<i><i>N,N</i>-</i>dimethylanilinium were cyclopropanated
using Simmons–Smith conditions. Cyclopropanated derivatives
of 2<i>H</i>-<i>N,N</i>-dimethylanilinium were
selectively ring-opened with HOTf/MeCN to form allylic species, which
could be coupled with various nucleophiles. The nucleophilic addition
occurs <i>anti</i> to the metal fragment, as determined
by X-ray crystallography. Moreover, the cyclopropane ring opening
occurs regioselectively, owing to the stabilization of the allylic
cation by the metal fragment. The resulting ligands can, in some cases,
be removed from the metal by oxidative decomplexation using ceric
ammonium nitrate (CAN)
Tungsten-Mediated Selective Ring Opening of Vinylcyclopropanes
The
complexes TpWÂ(NO)Â(PMe<sub>3</sub>)Â(L), where L = 2<i>H</i>-phenol, 2<i>H</i>-<i>p</i>-cresol, 2<i>H</i>-5,6,7,8-tetrahydro-2-naphthol, 2<i>H</i>-<i><i>N,N</i>-</i>dimethylanilinium were cyclopropanated
using Simmons–Smith conditions. Cyclopropanated derivatives
of 2<i>H</i>-<i>N,N</i>-dimethylanilinium were
selectively ring-opened with HOTf/MeCN to form allylic species, which
could be coupled with various nucleophiles. The nucleophilic addition
occurs <i>anti</i> to the metal fragment, as determined
by X-ray crystallography. Moreover, the cyclopropane ring opening
occurs regioselectively, owing to the stabilization of the allylic
cation by the metal fragment. The resulting ligands can, in some cases,
be removed from the metal by oxidative decomplexation using ceric
ammonium nitrate (CAN)
Developmental differences in stress responding after repeated underwater trauma exposures in rats
[4 + 2] Cyclocondensation Reactions of Tungsten–Dihydropyridine Complexes and the Generation of Tri- and Tetrasubstituted Piperidines
A new method for the preparation of functionalized piperidines is described in which various dihydropyridine (DHP) complexes of {TpW(NO)(PMe<sub>3</sub>)} that are derived from pyridine–borane undergo [4 + 2] cyclocondensation with enones, enals, nitrosobenzene, and several isocyanates to form [2.2.2] bicyclic species. In several cases the diazabicyclooctene products derived from DHP complexes and isocyanates can be further elaborated into novel <i>syn</i>-2,5-disubstituted and 2,3,6-trisubstituted piperidinamides
[4 + 2] Cyclocondensation Reactions of Tungsten–Dihydropyridine Complexes and the Generation of Tri- and Tetrasubstituted Piperidines
A new method for the preparation of functionalized piperidines is described in which various dihydropyridine (DHP) complexes of {TpW(NO)(PMe<sub>3</sub>)} that are derived from pyridine–borane undergo [4 + 2] cyclocondensation with enones, enals, nitrosobenzene, and several isocyanates to form [2.2.2] bicyclic species. In several cases the diazabicyclooctene products derived from DHP complexes and isocyanates can be further elaborated into novel <i>syn</i>-2,5-disubstituted and 2,3,6-trisubstituted piperidinamides
[4 + 2] Cyclocondensation Reactions of Tungsten–Dihydropyridine Complexes and the Generation of Tri- and Tetrasubstituted Piperidines
A new method for the preparation of functionalized piperidines is described in which various dihydropyridine (DHP) complexes of {TpW(NO)(PMe<sub>3</sub>)} that are derived from pyridine–borane undergo [4 + 2] cyclocondensation with enones, enals, nitrosobenzene, and several isocyanates to form [2.2.2] bicyclic species. In several cases the diazabicyclooctene products derived from DHP complexes and isocyanates can be further elaborated into novel <i>syn</i>-2,5-disubstituted and 2,3,6-trisubstituted piperidinamides
Friedel–Crafts Ring-Coupling Reactions Promoted by Tungsten Dearomatization Agent
The complexes TpWÂ(NO)Â(PMe<sub>3</sub>)Â(L), where L =
phenol, <i>N,N-</i>dimethylanilinium, or naphthalene, undergo
protonation followed by addition of an aromatic nucleophile. The addition
of aromatic molecules occurs at the para carbon of the phenol or aniline
ring or the beta carbon of the naphthalene. The addition occurs anti
to the metal fragment, as determined by X-ray crystallography. In
the case where L = phenol or <i>N,N-</i>dimethylanilinium,
treatment of the bound arene with an electrophilic heteroatom followed
by an aromatic nucleophile sets two stereocenters, with both additions
occurring anti to the metal. The resultant ligands have been removed
from the metal by oxidative decomplexation using ceric ammonium nitrate