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 originale | Inglese |
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pagine (da-a) | 952-955 |
Numero di pagine | 4 |
Rivista | Organic Letters |
Volume | 16 |
Numero di pubblicazione | 3 |
DOI | |
Stato di pubblicazione | Pubblicato - 7 feb 2014 |