6533b85efe1ef96bd12bf497
RESEARCH PRODUCT
Stereocontrolled synthesis of five diastereomers of trimethyl 3-aminocyclopentane-1,2,4-tricarboxylates
Reijo SillanpääIstván M. MándityFerenc MiklósFerenc FülöpFerenc Fülöpsubject
Steric effectsSingle productStereochemistryOrganic ChemistryDiastereomerBiochemistrySodium methoxidechemistry.chemical_compoundchemistryDrug DiscoveryOxidative cleavageta116IsomerizationNorbornenedescription
Abstract The sterically controlled oxidative cleavage of N - protected di exo - and di endo -substituted norbornene β-amino acids/esters resulted in four trimethyl 3-aminocyclopentane-1,2,4-carboxylate diastereomers. The sodium methoxide mediated isomerization of the four diastereomers in all cases yielded the thermodynamically most stable all- trans stereoisomer as a single product.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2013-07-01 | Tetrahedron Letters |