Stereocontrolled synthesis of new iminosugar lipophilic derivatives and evaluation of biological activities

De Angelis, Martina; Primitivo, Ludovica; Sappino, Carla; Centrella, Barbara; Lucarini, Claudia; Lanciotti, Lucrezia; Petti, Alessia; Odore, Davide; D'Annibale, Andrea; Macchi, Beatrice; Stefanizzi, Valeria; Cirigliano, Angela; Rinaldi, Teresa; Righi, Giuliana; Ricelli, Alessandra

doi:10.1016/j.carres.2023.108984

Carbohydrate Research

2023

DOI: 10.1016/j.carres.2023.108984

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Stereocontrolled synthesis of new iminosugar lipophilic derivatives and evaluation of biological activities

Martina De Angelis,

Ludovica Primitivo,

Carla Sappino

et al.

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2024

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Bis(3-(((4-methoxybenzyl)oxy)methyl)-5,6-dihydro-1,4-dithiin-2-yl)methanol

Esposito,

Guaragna

2024

Molbank

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An organolithium reagent containing a 5,6-dihydro-1,4-dithiin moiety has been herein used as homologating agent to build up a fully protected divinylcarbinol by two different synthetic procedures, respectively, based on a step-by-step approach or a tandem process. The resulting molecule contains two double bonds masked by two dithiodimethylene bridges that can be stereoselectively removed to give a E,E- or Z,Z-configured divinylcarbinol. These products could then be conveniently functionalized, for example, with hydroxyl or amino functions, for the construction of the skeleton of more complex systems.

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Bis(3-(((4-methoxybenzyl)oxy)methyl)-5,6-dihydro-1,4-dithiin-2-yl)methanol

Esposito,

Guaragna

2024

Molbank

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Stereocontrolled synthesis of new iminosugar lipophilic derivatives and evaluation of biological activities

Cited by 1 publication

References 50 publications

Bis(3-(((4-methoxybenzyl)oxy)methyl)-5,6-dihydro-1,4-dithiin-2-yl)methanol

Bis(3-(((4-methoxybenzyl)oxy)methyl)-5,6-dihydro-1,4-dithiin-2-yl)methanol

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