title: From glycals to aminosugars: a challenging test for new stereoselective aminohydroxylation and related methodologies.
abstract: The introduction of amino functionalities in a regio- and stereoselective manner onto sugar scaffolds represents a great challenge in carbohydrate synthesis. The most relevant methods to access 1-, 2-, 3-amino or 1,2-diaminosugars starting from glycals and 2,3-hexenopyranosides derived from them are concisely reviewed. The main synthetic strategies for accessing this class of compounds are classified in intermolecular and intramolecular approaches and the key features of each class are discussed. This review highlights how carbohydrate derivatives always pose great challenges representing a benchmark for assessing the efficiency of stereoselective strategies, and aims to give the readers inspiration for the development of new procedures.
authors.affiliation: Dipartimento di Chimica "Ugo Schiff", Università degli Studi di Firenze, via della Lastruccia 13, 50019, Sesto Fiorentino (FI), Italy. andrea.goti@unifi.it stefania.mirabella@unifi.it.
authors.forename: S
authors.initials: S
authors.lastname: Mirabella
authors.forename: F
authors.initials: F
authors.lastname: Cardona
authors.forename: A
authors.initials: A
authors.lastname: Goti
mesh_terms: D000606:Amino Sugars / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D004987:Ethers / Q000737:chemistry; D006900:Hydroxylation; D013237:Stereoisomerism
chemical_list: D000606:Amino Sugars; D004987:Ethers