6533b7d2fe1ef96bd125e207
RESEARCH PRODUCT
Asymmetric Allylation/Pauson-Khand Reaction: A Simple Entry to Polycyclic Amines. Application to the Synthesis of Aminosteroid Analogues
Antoni RieraRuben LazaroPablo BarrioNuria AiguabellaAntonio Simón-fuentesSantos Fusterosubject
Molecular StructureChemistrymedicine.medical_treatmentPauson–Khand reactionOrganic ChemistrySonogashira couplingStereoisomerismBiochemistrySteroidComputational chemistrySimple (abstract algebra)CyclizationIntramolecular forcemedicineSteroidsPhysical and Theoretical ChemistryAminesAminosteroidmedicine.drugdescription
Asymmetric allylation of o-iodoarylsulfinylimines has been achieved in high diastereoselectivities. The thus-obtained o-iodoarylhomoallylic sulfinamides participate in a subsequent Sonogashira coupling followed by a diastereoselective intramolecular Pauson-Khand reaction. In this way, tricyclic amines showing a unique benzo-fused indenyl backbone were obtained. The methodology has been applied to the synthesis of amino steroid analogues.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2014-01-01 |