Protected sphingosine from phytosphingosine as an efficient acceptor in glycosylation reaction

Roberta Di Benedetto, Luca Zanetti, Monica Varese, Mehdi Rajabi, Riccardo Di Brisco, Luigi Panza

Risultato della ricerca: Contributo su rivistaArticolo in rivistapeer review

Abstract

A convenient, simple, and high-yielding five-step synthesis of a sphingosine acceptor from phytosphingosine is reported, and its behavior in glycosylation reactions is described. Different synthetic paths to sphingosine acceptors using tetrachlorophthalimide as a protecting group for the sphingosine amino function and different glycosylation methods have been explored. Among the acceptors tested, the easiest accessible acceptor, unprotected on the two hydroxyl groups in positions 1 and 3, was regioselectively glycosylated on the primary position, the regioselectivity depending on the donor used.

Lingua originaleInglese
pagine (da-a)952-955
Numero di pagine4
RivistaOrganic Letters
Volume16
Numero di pubblicazione3
DOI
Stato di pubblicazionePubblicato - 7 feb 2014

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