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Journal ArticleDOI

Short and highly stereoselective total synthesis of d- ribo -configured ureido sugars

Fausta Ulgheri, +2 more
- 15 Dec 2008 - 
- Vol. 64, Iss: 51, pp 11768-11775
TLDR
In this article, a short synthetic approach to d - ribo -configured ureido monosaccharides of the aldose, aldonic acid and alditol series has been performed starting from the 5-(alditol-1-C -yl)-hydantoin intermediates, obtained via aldol-type addition reaction of hydantoin based building blocks to enantiomerically pure aldehydes.
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This article is published in Tetrahedron.The article was published on 2008-12-15. It has received 8 citations till now. The article focuses on the topics: Hydantoin & Aldonic acid.

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Citations
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Journal ArticleDOI

Recent Advances in the Synthesis of Hydantoins: The State of the Art of a Valuable Scaffold

TL;DR: Novel synthetic routes to various hydantoin structures, the advances brought to the classical methods in the aim of producing more sustainable and environmentally friendly procedures for the preparation of these biomolecules, and a critical comparison of the different synthetic approaches developed in the last twelve years are described.
Journal ArticleDOI

Cutting-Edge and Time-Honored Strategies for Stereoselective Construction of C-N Bonds in Total Synthesis.

TL;DR: This review provides a comprehensive survey of methods used for stereoselective construction of carbon-nitrogen bonds during the total synthesis of nitrogen-containing natural products that have appeared in the literature since 2000.
Journal ArticleDOI

Bambus[n]urils: a new family of macrocyclic anion receptors.

TL;DR: A recently discovered anion receptor is jointed by three related macrocycles differing in the number of glycoluril units and type of substitution, finding that a hexameric macrocycle with benzyl substitution binds halide anions with an affinity exceeding 10(9) M(-1) while a tetrameric analog does not bind any of the investigated anions.
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A diversity-oriented approach to spirocyclic and fused hydantoins via olefin metathesis.

TL;DR: An efficient and general method is reported to prepare a diverse series of 5,5-spirocyclic and 1,5, 4,5-, and 3,4-fused bicyclic imidazolidinone derivatives based on selective alkylation and ring closing metathesis (RCM) by exploiting the four possible points of diversity in the hydantoin ring.
Journal ArticleDOI

Total Synthesis of the Cytotoxic Anhydrophytosphingosine Pachastrissamine (Jaspine B)

TL;DR: A short, 8-step synthesis of the marine natural product pachastrissamine has been developed that relies on a diastereoselective aldol reaction between a suitably protected hydantoin and an optically enriched α-chloroaldehyde.
References
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Journal ArticleDOI

Around and beyond Cram's Rule.

TL;DR: C. Pericyclic Reactions 1210 1. [4+2]-Cycloadditions 1210 2. [3+2] CycloadDitions 1211 3. [2+2]."
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Concerning the diastereofacial selectivity of the aldol reactions of alpha-methyl chiral aldehydes and lithium and boron propionate enolates

TL;DR: In this article, the diastereofacial selectivity of aldol reactions of α-methyl chiral aldehydes and propionate and ethyl ketone derived lithium and boron enolates is analyzed from the perspective of a transition state model.
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Addition of chiral glycine, methionine, and vinylglycine enolate derivatives to aldehydes and ketones in the preparation of enantiomerically pure α-amino-β-hydroxy acids

TL;DR: Information suggesting that both steric and stereoelectronic effects are responsible for the good stereoselectivities observed is presented, suggesting that the title amino acids are of high enantiomeric purity.
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NAD+-dependent DNA Ligase (Rv3014c) from Mycobacterium tuberculosis CRYSTAL STRUCTURE OF THE ADENYLATION DOMAIN AND IDENTIFICATION OF NOVEL INHIBITORS

TL;DR: The crystal structure of the adenylation domain of the Mycobacterium tuberculosis NAD+-dependent ligase with bound AMP is reported, which can be used as the basis for rational design of novel antibacterial agents.
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Synthesis and bioevaluation of glycosyl ureas as α-glucosidase inhibitors and their effect on mycobacterium

TL;DR: Glycosyl amino esters on reaction with different isocyanates resulted in quantitative conversion to glycosyl ureas, which exhibited marginal antitubercular activity against Mycobacterium aurum and alpha-glucosidase.
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