Search results for "Mannich Bases"

showing 3 items of 3 documents

Crystal structure and theoretical study of (2E)-1-[4-hydroxy-3-(morpholin-4-ylmethyl)phenyl]-3-(thiophen-2-yl)prop-2-en-1-one

2018

WOS: 000437492100018

HOMOLUMOCyclohexane conformationThio-Crystal structureDihedral angleRing (chemistry)01 natural sciencesResearch CommunicationsMannich Baseschemistry.chemical_compoundquantum-Chemical CalculationChalconesMorpholineGeneral Materials ScienceBenzeneCrystallographyMathematics::Commutative Algebra010405 organic chemistryHydrogen bondGeneral ChemistryCondensed Matter PhysicsCondensed Matter::Mesoscopic Systems and Quantum Hall EffectTheoretical Study0104 chemical sciences010404 medicinal & biomolecular chemistryCrystallographychemistryQD901-999Crystal Structure
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Highly enantioselective synthesis of fluorinated gamma-amino alcohols through proline-catalyzed cross-Mannich reaction.

2005

A new, simple route for the synthesis of fluorinated beta-alkyl gamma-amino alcohols in optically pure form in only two steps and featuring proline catalysis from inexpensive and readily available starting materials is described. The applied strategy allows for the introduction of diversity into both the beta-fluoroalkyl and alpha-alkyl groups of these compounds. [reaction: see text]

Hydrocarbons FluorinatedProlineStereochemistryChemistryOrganic ChemistryEnantioselective synthesisStereoisomerismGeneral MedicineBiochemistryCombinatorial chemistryAmino AlcoholsCatalysisCatalysisMannich BasesOrganic chemistryProlinePhysical and Theoretical ChemistryMannich reactionOrganic letters
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Asymmetric synthesis of chloroisothreonine derivatives via syn-stereoselective Mannich-type additions across N-sulfinyl-α- chloroimines

2014

Mannich-type reactions of O-Boc glycolic esters across chiral N-sulfinyl-α-chloroaldimines resulted in the efficient and syn-stereoselective synthesis of new γ-chloro-α-hydroxy-β-amino esters (dr > 99:1). The α-coordinating ability of the chlorine atom was of great importance for the diastereoselectivity of the Mannich-type reaction and overruled the chelation of the sulfinyl oxygen with the lithium ion of the incoming E-enolate in the transition state model. These novel chloroisothreonine derivatives proved to be excellent building blocks in asymmetric synthesis of novel syn-β,γ-aziridino-α-hydroxy esters and biologically relevant trans-oxazolidinone carboxylic esters.

Models MolecularThreonineState modelStereochemistryOrganic ChemistryChlorine atomEnantioselective synthesischemistry.chemical_elementEstersStereoisomerismCrystallography X-RayBiochemistryOxygenMannich BaseschemistryHydrocarbons ChlorinatedSide chainLithiumStereoselectivityChelationIminesPhysical and Theoretical Chemistryta116Organic and Biomolecular Chemistry
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