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Showing 1 to 20 of 36 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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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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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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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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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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"The New Chemistry" - Sustainable Catalysis with Alcohols
… P,N-ligand, reacts under basic conditions with 2-aminopyridines. By elimination of dipyridylamine the new catalyst species 2a was formed, which is more stable than catalyst 1. Based on this finding eight new anionic P,N-ligands and the resulting iridium complexes were synthesized. After …
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Two enantiodivergent syntheses of balanol and the chemoenzymatic synthesis of oseltamivir
… to the synthesis of enantiomerically pure ~-amino alcohols. This methodology has been exploited in the formal enantiodivergent synthesis of the (+)- and (-)-isomers of balanol. Also described is a second generation approach to both balanol enantiomers; each commencmg with the chemoenzymatic …
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TOOLS AND STRATEGIES FOR THE SYNTHESIS OF PHARMACEUTICAL ACTIVE COMPOUNDS
… on the enantioselective synthesis of chiral γ-amino alcohols, which is presented in Chapter 3, as well as the utilization of carbon dioxide as a green starting material to create novel drug-containing macromolecules for future drug-delivery applications, outlined in Chapter 4. In the final part …
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The synthesis and in vitro evaluation of short interfering RNA containing triazole functionalized sphingolipid-based derivatives
… a backbone of sphingoid bases and aliphatic amino alcohols. Sphingolipids show potential as lipid-conjugated siRNAs as they are important structural and functional components of plasma membranes of eukaryotic cells. Here, we design a library of siRNAs containing propyl-triazole modified …
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Preparation and evaluation of several new pi-basic chiral stationary phases
… derived from $\alpha$-arylalkylamines and N-arylamino acids are evaluated based on their chromatographic performance. These new chiral stationary phases are useful for separation of the enantiomers of N-(3,5-dinitrobenzoyl) derivatized $\alpha$- and $\beta$-amino esters and amides, amines, amino …
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