Author: Irina Erlin

0000000001313792

AUTHOR

Irina Erlin

showing 4 related works from this author

ChemInform Abstract: Flexible Synthesis of Planar Chiral Azoninones and Optically Active Indolizidinones.

2015

PlanarChemistryOrganic chemistryGeneral MedicineOptically activeCombinatorial chemistryChemInform

researchProduct

Flexible Synthesis of Planar Chiral Azoninones and Optically Active Indolizidinones

2014

The flexible synthesis of defined substituted optically active indolizidinones starting from chiral pool (S)-proline and trans 4-hydroxy-(S)-proline is described. Several defined 2-vinylpyrrolidines were generated in short sequences. The aza-Claisen rearrangement using chloro and phenylketene equivalents delivered nine-membered-ring lactams with up to three stereogenic centres and pS-arranged E olefins. Depending on the substitution pattern, certain azoninones had a flexible conformation and showed pS/pR double-bond flipping. Treatment of the unsaturated lactams with the soft electrophile iodine induced diastereoselective transannular ring contractions. Here, the planar chiral arrangement o…

chemistry.chemical_classificationPlanarDouble bondchemistryStereochemistryOrganic ChemistryElectrophileMoleculePhysical and Theoretical ChemistrySigmatropic reactionOptically activeRing (chemistry)StereocenterEuropean Journal of Organic Chemistry

researchProduct

CCDC 985005: Experimental Crystal Structure Determination

2014

Related Article: Frank Bohland, Irina Erlin, Lukas Platte, Maike Schröder, Dieter Schollmeyer, Udo Nubbemeyer|2014|Eur.J.Org.Chem.|2014|6272|doi:10.1002/ejoc.201402720

methyl 1-benzyl-8-((t-butyl(dimethyl)silyl)oxy)-3-chloro-2-oxo-234789-hexahydro-1H-azonine-4-carboxylateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates

researchProduct

CCDC 985006: Experimental Crystal Structure Determination

2014

Related Article: Frank Bohland, Irina Erlin, Lukas Platte, Maike Schröder, Dieter Schollmeyer, Udo Nubbemeyer|2014|Eur.J.Org.Chem.|2014|6272|doi:10.1002/ejoc.201402720

Space GroupCrystallographyCrystal SystemCrystal Structuremethyl 2-((t-butyl(dimethyl)silyl)oxy)-6-chloro-8-iodo-5-oxooctahydroindolizine-7-carboxylateCell ParametersExperimental 3D Coordinates

researchProduct

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