Search results for "Cope rearrangement"

showing 4 items of 14 documents

ChemInform Abstract: A Novel Synthesis of Chain-Extended Amino Sugar Derivatives Through Aza-Cope Rearrangement of N-Galactosyl-N-homoallylamines.

2010

Abstract Chain-extended amino sugars are synthesized via stereocontrolled Lewis acid-catalyzed aza-Cope rearrangement of N-glycosyl homoallylamines in high yield and stereoselectivity.

chemistry.chemical_classificationAmino sugarChain (algebraic topology)ChemistryStereochemistryYield (chemistry)Aza-Cope rearrangementStereoselectivityGeneral MedicineChemInform
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A novel synthesis of chain-extended amino sugar derivatives through aza-Cope rearrangement of N-galactosyl-N-homoallylamines

1998

Abstract Chain-extended amino sugars are synthesized via stereocontrolled Lewis acid-catalyzed aza-Cope rearrangement of N-glycosyl homoallylamines in high yield and stereoselectivity.

chemistry.chemical_classificationAmino sugarchemistryChain (algebraic topology)StereochemistryYield (chemistry)Organic ChemistryDrug DiscoveryAza-Cope rearrangementOrganic chemistryStereoselectivityBiochemistryTetrahedron Letters
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Rearrangement of Germacranolides. Synthesis and Absolute Configuration of Elemane and Heliangolane Derivatives from Cnicin

2003

A study of the Cope rearrangement of 15-oxo-germacranolides to 15-oxo-elemanolides has been carried out. The synthesis of two natural elemanolides, isolated from Centaurea paui, and an efficent isomerization of the C-4/C-5 double bond of 15-oxo-germacranolides to form heliangolides are reported. The absolute configuration of all the compounds has been ascertained. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

chemistry.chemical_classificationchemistry.chemical_compoundchemistryDouble bondCentaurea pauiStereochemistryOrganic ChemistryAbsolute configurationPhysical and Theoretical ChemistryCnicinIsomerizationCope rearrangementEuropean Journal of Organic Chemistry
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Synthesis of Isoxazoline Derivatives through Boulton-Katritzky Rearrangement of 1,2,4-Oxadiazoles

2013

The base-induced rearrangement of 1,2,4-oxadiazoles into isoxazoline derivatives is reported. This represents the first example of a three-atom side-chain rearrangement that involves a saturated CCO side chain at C-3 of the oxadiazole. Nonaromatic 3-amino-isoxazoline derivatives are obtained in good yields. Interestingly, this reaction occurs through the rearrangement of aromatic oxadiazoles to form less stable bonds than those that are broken.

chemistry.chemical_compoundChemistryStereochemistryOrganic ChemistrySide chainOxadiazoleAromaticityPhysical and Theoretical ChemistrySigmatropic reactionCarroll rearrangementCope rearrangementEuropean Journal of Organic Chemistry
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