6533b85ffe1ef96bd12c2514

RESEARCH PRODUCT

Synthesis of novel isoxazoline-fused cispentacin stereoisomers

Loránd KissReijo SillanpääMelinda NonnFerenc FülöpFerenc FülöpEnikő Forró

subject

chemistry.chemical_classificationNitrileBicyclic moleculeStereochemistryOrganic ChemistryDiastereomerCispentacinBiochemistryCycloadditionAmino acidchemistry.chemical_compoundchemistryDrug DiscoveryOrganic chemistryCyclopentene

description

Abstract New isoxazoline-fused cispentacins were prepared by the 1,3-dipolar cycloaddition of nitrile oxides to β-amino esters containing a cyclopentene skeleton. This synthetic procedure gave regio- and diastereoisomers of the cispentacins. The synthetic route was extended to the synthesis of these compounds in enantiomerically pure form.

https://doi.org/10.1016/j.tetlet.2009.03.119