Search results for "Pumiliotoxin C"

showing 2 items of 2 documents

Auxiliary-controlled stereoselective enolate protonation: Enantioselective synthesis of cis and trans annulated decahydroquinoline alkaloids

1998

Abstract The diastereoselective synthesis of the octahydroquinoline enone precursor of pumiliotoxin C is achieved via tandem Mannich-Michael reaction on N-galactosyl imines. Conjugate cuprate addition to the bicyclic enone stereoselectively forms the trans annulated 4a- epi -pumiliotoxin C skeleton in the presence of the carbohydrate auxiliary, and the cis annulated pumiliotoxin C skeleton in its absence.

Bicyclic moleculeStereochemistryOrganic ChemistryEnantioselective synthesisProtonationBiochemistrychemistry.chemical_compoundPumiliotoxin CchemistryDrug DiscoveryStereoselectivityEnoneCis–trans isomerismConjugateTetrahedron Letters

researchProduct

ChemInform Abstract: Auxiliary-Controlled Stereoselective Enolate Protonation: Enantioselective Synthesis of cis and trans Annulated Decahydroquinoli…

2010

Abstract The diastereoselective synthesis of the octahydroquinoline enone precursor of pumiliotoxin C is achieved via tandem Mannich-Michael reaction on N-galactosyl imines. Conjugate cuprate addition to the bicyclic enone stereoselectively forms the trans annulated 4a- epi -pumiliotoxin C skeleton in the presence of the carbohydrate auxiliary, and the cis annulated pumiliotoxin C skeleton in its absence.

Pumiliotoxin Cchemistry.chemical_compoundBicyclic moleculeChemistryStereochemistryEnantioselective synthesisStereoselectivityProtonationGeneral MedicineEnoneCis–trans isomerismConjugateChemInform

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