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Cu(II) complexes of hydroxy oxazolines derived from (+)-(S)-ketopinic acid catalyze the asymmetric hetero-Diels-Alder cycloaddition of enol ethers and ,-unsaturated -keto esters. The reaction takes place with unprecedented exo selectivity providing 2,4-trans-disubstituted chiral 2,3-dihydropyrans with up to 88% ee. Georg Thieme Verlag Stuttgart ? New York.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Enantiomerically pure cis-glycols, derived through the microbial metabolism of hydrocarbons, represent a valuable chiral pool for the synthesis of cis beta-amino alcohols. One generally applicable route to these important chiral intermediates is described. Reaction of the metabolically formed diol with alpha-acetoxyisobutyryl chloride affords regio- and stereoselectively a single trans-1,2-chlorohydrin acetate isomer. Displacement of chloride by azide, aminolysis of the ester and reduction of the azide provides the requisite amino alcohols. This 4-step route is highly efficient and affords the cis beta-amino alcohol enantiomers in 41-57% overall yields. Using the highly enantiopure amino alcohols diastereomeric oxazaborolidines were prepared with both (-)-(S)- and (+)-(R)-[2-(1-methoxyethyl)phenyl]boronic acids. As described herein, these derivatives are potentially useful for absolute configurational assignments to cis amino alcohols.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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A new design principle that provides access to more active thiourea catalysts is described. Highly enantioselective additions of indoles to nitroalkenes are reported using a new quinolinium thioamide catalyst. Copyright

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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On the basis of the design and synthesis of multifunctional thiourea-phosphines, a catalytic method for the asymmetric [3+2] annulation of Morita-Baylis-Hillman carbonates with trifluoroethylidenemalonates has been developed, affording highly functionalized trifluoromethyl-bearing cyclopentenes in excellent yields, high diastereoselectivities and enantioselectivities under mild conditions. Copyright

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Optically pure trans-1-azidoindan-2-ol has been prepared in both enantiomeric forms via lipase-mediated kinetic transesterification in organic solvent. A route to optically pure cis-1-aminoindan-2-ol has also been developed by using the optically pure trans-azidoalcohol thus obtained.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Cyclocondensation reactions of aminoalcohols 7 and 8 with racemic or prochiral delta-oxoacid derivatives provide poly-substituted lactams with high enantioselectivity in a process that involves dynamic kinetic resolution and/or desymmetrization of enantiotopic or diastereotopic ester groups. The Royal Society of Chemistry 2005.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Irreversible inhibitors are therefore the equivalent of poisons in heterogeneous catalysis.Safety of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol, We’ll be discussing some of the latest developments in chemical about CAS: 126456-43-7, name is (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol. In an article,Which mentioned a new discovery about 126456-43-7

Up to four stereocenters with a well-defined configuration are generated in a single synthetic step by the cyclocondensation of (R)-phenylglycinol or (1S,2R)-1-amino-2-indanol with stereoisomeric mixtures (racemates, meso forms, diastereoisomers) of cyclohexanone-based delta-keto-acid and delta-keto-diacid derivatives in enantio- and diastereoconvergent processes that involve dynamic kinetic resolution and/or desymmetrization of enantiotopic groups. A detailed analysis of the stereochemical outcome of this process is presented. This method provides easy access to enantiopure 8- and 6,8-substituted cis-decahydroquinolines, including alkaloids of the myrioxazine family. Copyright

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Novel chiral Zn(ii) complexes were synthesized and these complexes showed fluorescence behaviour. These chiral Zn(ii) complexes were tested in the asymmetric Friedel-Crafts alkylation reaction of indole derivatives with nitroalkenes. In all the cases, the desired product was obtained with high yield (up to 93%) and good enantioselectivity (up to 78% ee) under the optimized reaction conditions. The effects of solvent, metallic salt and piperidine ratio on the fluorescence intensity of the catalyst and on the enantioselectivity of the desired products were discussed.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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Treatment of chiral amino alcohols 1 with an excess of formaldehyde followed by reaction with NaOH at room temperature provides optically active C2-symmetric N,N’-methylenebisoxazolidines 2 in high yield.

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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To the core: The first total synthesis of (-)-lycoposerramine-S has been accomplished in 14 steps. The synthesis features the facile construction of the tetracyclic core through an intramolecular 1,3-dipolar cycloaddition of an azomethine ylide, with unexpected stereoselectivity, an 5-exo-trig radical cyclization, and an alkylation of p-nosyl (Ns) amide. TBS=tert- butyldimethylsilyl. Copyright

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Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis