Author: Nora M. Kaluza

0000000000890067

AUTHOR

Nora M. Kaluza

showing 4 related works from this author

Total Synthesis of (-)-C/D-cis-Dehydro-3-O-methyl-estradiols

2015

A convergent synthesis of (–)-dehydro-3-O-methyl-C/D-cis-estradiol started from stereochemically defined substituted optically active 3-(2-arylethyl)-γ-butyrolactones. Regioselective bromination of the anisyl moiety, reductive ring opening of the iodolactone, and protecting-group changes led to a Weinreb amide. This then underwent an intramolecular Grignard reaction closing the B-ring to give a tetralone with defined configuration. Introduction of C-11 through an allyl Grignard addition and subsequent ring-closing metathesis gave a tetrahydro phenanthrene derivative. Oxidation of the side-chain alcohol resulted in the key aldehyde group, and a final samarium-diiodide-mediated reductive D-ri…

chemistry.chemical_classificationAnnulation010405 organic chemistryStereochemistryOrganic ChemistryGrignard reactionEnantioselective synthesisConvergent synthesisTotal synthesis010402 general chemistry01 natural sciencesAldehyde0104 chemical scienceschemistry.chemical_compoundchemistryTetraloneStereoselectivityPhysical and Theoretical ChemistryEuropean Journal of Organic Chemistry

researchProduct

CCDC 1428732: Experimental Crystal Structure Determination

2015

Related Article: Nora M. Kaluza, Dieter Schollmeyer, Udo Nubbemeyer|2016|Eur.J.Org.Chem.|2016|357|doi:10.1002/ejoc.201501341

Space GroupCrystallographyCrystal System(RRR)-3-(4-(2-(24-dibromo-5-methoxyphenyl)ethyl)-2-(iodomethyl)-2-methyl-5-oxotetrahydrofuran-3-yl)propyl acetateCrystal StructureCell ParametersExperimental 3D Coordinates

researchProduct

CCDC 1428734: Experimental Crystal Structure Determination

2015

Related Article: Nora M. Kaluza, Dieter Schollmeyer, Udo Nubbemeyer|2016|Eur.J.Org.Chem.|2016|357|doi:10.1002/ejoc.201501341

(RR)-2-(6-((t-butyl(dimethyl)silyl)oxy)-2-methylhex-1-en-3-yl)-6-methoxy-34-dihydronaphthalen-1(2H)-oneSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates

researchProduct

CCDC 1428733: Experimental Crystal Structure Determination

2015

Related Article: Nora M. Kaluza, Dieter Schollmeyer, Udo Nubbemeyer|2016|Eur.J.Org.Chem.|2016|357|doi:10.1002/ejoc.201501341

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters(RR)-7-(2-bromo-5-methoxyphenyl)-5-(methoxy(methyl)carbamoyl)-4-(prop-1-en-2-yl)heptyl acetateExperimental 3D Coordinates

researchProduct

PEPhysical Sciences and Engineering
- PE2Fundamental Constituents of Matter
  - PE2_1Theory of fundamental interactions
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- PE1Mathematics
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LSLife Sciences
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SHSocial Sciences and Humanities
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