Résumé
The use of a
trans α,β-epoxyaldehyde as a precursor of
d-
ribo-phytosphingosines was studied. The highly stereoselective alkylation of the aldehyde with a diorganozinc reagent was ensured through double asymmetric induction. The regioselective opening of the epoxide in turn gives access to an azide from which a C
10 phytosphingosine can be easily prepared.
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