Search results for "spiro-compounds"

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Switchable Access to Different Spirocyclopentane Oxindoles by N-Heterocyclic Carbene Catalyzed Reactions of Isatin-Derived Enals and N-Sulfonyl Ketim…

2017

A novel NHC-catalyzed annulation protocol for the asymmetric synthesis of biologically important β-lactam fused spirocyclopentane oxindoles with four contiguous stereocenters, including two quaternary carbon centers, was developed. Alternatively, spirocyclopentane oxindoles containing an enaminone moiety can be achieved using the same starting materials, isatin-derived enals, and N-sulfonyl ketimines, in the presence of a slightly different NHC catalytic system. This switchable annulation strategy enables the selective assembly of both heterocyclic scaffolds with good yields and excellent enantioselectivities for a broad range of substrates.

Annulationasymmetric synthesis010402 general chemistry01 natural sciencesCatalysisStereocenterchemistry.chemical_compoundkatalyytitMoietyOrganic chemistryorganocatalysisN-heterocyclic carbenesheterosykliset yhdisteetspiro-compoundsta116Sulfonylchemistry.chemical_classificationkemiallinen synteesiheterocycles010405 organic chemistryIsatinEnantioselective synthesisGeneral ChemistryGeneral Medicine0104 chemical scienceschemistryOrganocatalysisCarbeneAngewandte Chemie
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Crystal structure of a new spiro-polytetrahydrofuran compound with translational pseudosymmetry: rac-(2S,2′S,5′R)-2-methyl-5′-[(1R,2R,5S,5′R)-1,4,4,5…

2017

The title compound, C22H34O6, is a product of oxidation of squalene with the catalytic system RuO4(cat.)/NaIO4. The asymmetric unit contains two crystallographically independent molecules of very similar geometry approximately related by the non-crystallographic translation vector c/2. As a consequence, the average diffracted intensity in the hkl layers with odd l is systematically lower than in the layers with even l. In one molecule, the lactone ring and part of the adjacent tetrahydrofuran ring are disordered over two orientations with refined occupancy ratio of 0.831 (10):0.169 (10). The crystal structure is mainly governed by van der Waals forces.

lcsh:Chemistrycrystal structurelcsh:QD1-999pseudosymmetrypoly-THF compoundsspiro-compoundspseudotranslationActa Crystallographica Section E: Crystallographic Communications
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