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Showing 1 to 20 of 47 for “"Amino alcohols"”.
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Microwave-assisted synthesis of ß-amino alcohols
<p>ß-amino alcohols are common substructures in many biologically active compounds and can also be used as catalysts for asymmetric reactions. One common method for forming these moieties is by ring opening of unsymmetrical epoxides using amines via a substitution reaction. However, the majority of …
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Synthesis of Protected Amino Alcohols and Amino Aldehydes.
… was to develop a general synthesis of protected amino acid aldehydes, and to apply this methodology to the total synthesis of antipain.An efficient, general method for the synthesis of protected amino acid aldehydes was developed. The key intermediates in the synthesis are the corresponding …
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Copper-catalyzed enantioselective stereodivergent synthesis of amino alcohols
… approach for the expeditious construction of amino alcohols with high levels of chemo-, regio-, diastero- and enantioselectivity. Specifically, these amino alcohol products were synthesized using the sequential copper hydride-catalyzed hydrosilylation and hydroamination of readily available …
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Stereoselective synthesis of 1,2-disubstitued βeta-amino alcohols and amino thiols
… rapid construction of diverse libraries of 1,2-amino alcohols. A number of methods are examined prior to the identification of 1,2-conjugate addition of aryl and alkyl lithium reagents to Ellman sulfonimines. The use of lithium reagents is key to overcome modest diastereoselectivity and poor …
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Asymmetric Synthesis of 1,3-Amino Alcohols and Tropinone Derivatives From Enantiopure Sulfinimines
… of piperidine-containing syn and anti 1,3-amino alcohols as well as tropinone and tropane-containing derivatives using sulfinimines (N-sulfinyl imines) as precursors for acid-catalyzed cascade cyclizations. Chiral N-sulfinyl b-amino ketones derived from N-sulfinyl b-amino Weinreb amides, …
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Novel Enantiopure ß-Amino Alcohols and ß-Amino Thiols in Asymmetric Catalysis
… in its utility to synthesize various enantiopure amino alcohols having a cyclohexyl core and bearing either a cis- or a trans-configuration at the stereogenic centres. The amino alcohols were tested for their efficacy in the catalytic asymmetric desymmetrization of meso anhydrides. The …
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New methods for the asymmetric synthesis of α-alkylated ketones and 1,3-amino alcohols
… an imine derivative for the preparation of 1,3-aminoalcohol precursors. 1,3-Aminoalcohols can be synthesised via indirect routes involving various permutations of stepwise construction with asymmetric induction. Our approach offers an alternative highly diastereomeric route to the synthesis of …
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Synthesis and troubleshooting of chiral 1,2-amino alcohols leading to highly substituted bisoxazoline ligands
Submission original under an indefinite embargo labeled 'Open Access'. The submission was exported from vireo on 2022-11-15 without embargo terms
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Copper-catalyzed arylation of 1,2-amino alcohols. Synthesis of N-terminal, peptide helix initiators, and characterization of highly helical, capped polyalanine peptides
… Ullmann reaction for N- or O-arylation of 1,2-aminoalcohols with aryl iodides is described. The procedures enjoy several advantages over traditional methods: a substoichiometric amount of copper catalyst is employed, the reactions take place in low boiling and non-toxic solvents such as …
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Enantioselective synthesis of cyclic beta-amino alcohols via tandem hydroalumination-cyclization-reduction of ethoxycarbonyl vinyl sulfoximines and application to the synthesis of potential aggrecanase inhibitors
The beta-amino alcohol moiety is a common structural component in a wide variety of natural occurring compounds, synthetic pharmacologically important molecules, ligands and chiral auxiliaries for asymmetric synthesis. Due to the fact that the stereochemistry of the beta-amino alcohol moiety is …
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Studies in asymmetric synthesis I the asymmetric alpha-alkylation of N,N-dimethylhydrazones II the synthesis of 1,3-amino alcohols via the aldol-Tishchenko reaction
… of non chiral azaenolates. Part II The 1,3-amino alcohol moiety is present in many molecules of pharmaceutical and biological interest with examples found consistently throughout the literature both as chiral ligands and key synthetic intermediates for biologically active natural products. …
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Development of a microwave-assisted epoxide aminolysis and investigation of the aza-cope rearrangement--mannich cyclization for alkaloid synthesis
<p>β-Amino alcohols are important organic compounds with numerous applications. Commonly β-amino alcohols are prepared by ring opening of epoxides using an amine nucleophile and a catalyst or promoter. Ring opening can take place by the SN1 pathway or the SN2 pathway, but no single catalyst or …
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Allylic C—H activation to access anti-1,3-amino alcohol motifs
1,3-Amino alcohols are common motifs in a variety of biologically active molecules including antivirals, antibiotics, antifungals, and various alkaloids. Due to their prevalence and utility as synthetic intermediates, a variety of methods have been developed to access these motifs in a …
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The development of new synthetic strategies and methodologies for complex alkaloid total synthesis : a concise synthesis of (+)-chimonanthine, (+)-WIN 64821, (-)-ditryptophenaline and related alkaloids
… steps, respectively, from commercially available amino acid derivatives is described. The gram-scale synthesis of key intermediates and simultaneous introduction of the vicinal quaternary stereocenters provides a highly effective and preparative synthesis of these natural alkaloids. Additionally, …
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1,3-Aminoalkohole als Bausteine in der asymmetrischen Synthese von Azetidinen, Azetidincarbonsäuren und Piperidin-3-olen
… pure differently N,O-protected 1,3-amino alcohols were prepared as intermediates. By using the phenyl moiety as a synthetic equivalent of the carboxylic acid function, this protocol could also be applied to the synthesis of enantiopure azetidine-type alpha- and beta-amino acids. The …
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A carbon-13 nuclear magnetic resonance study of a series of cyclohexanol amines
… of the monosubstituted-butylcyclohexyl alcohols, amines, and ammonium salts was undertaken and the resultant correlations were extended to a series of eight b-butylcyclohexanol amines and their hydrochloride salts. Among the effects examined were the substituent parameters of the mono- …
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Isocyanate-free synthesis of (functional) polyureas, polyurethanes, and urethane-containing copolymers
… of easily accessible reagents, such as diamines, amino alcohols, diphenyl carbonate, ethylene carbonate, 1,2-propylene carbonate, gamma-butyrolactone, and glycerol. Several synthetic routes using AA- or AB-type monomers are presented, and the polymers obtained are characterized by means of NMR, …
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Asymmetric synthesis involving silicon
… active trimethylsilylepoxides, trimethylsilyl amino alcohols and aziridines have been isolated by a multi-stage chirality transfer from their precursor diol involving no racemization. The main routes for these chirality transfers were via silylated cyclic sulphite or sulphate intermediates and …
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Mechanistic Aspects of Enantioselective Complexation
… of the enantiomers of a number of chiral amines, amino acid esters and amides, amino alcohols and alcohols. Solution-state NMR evidence, including intermolecular nuclear Overhauser enhancements, and X-ray crystallographic data provide support for the primary chiral recognition mechanism.
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