128387-03-1Relevant articles and documents
A novel, efficient synthesis of (±)-erythro-sphingosine
Cardillo,Orena,Sandri,Tomasini
, p. 917 - 922 (2007/10/02)
A stereoselective synthesis of (±)-erythro-sphingosine triacetate (1) is described. The key reaction that determines the right stereochemistry is the iodocyclization of 1-trichloroacetimido-(2E,4E)-octadecadiene (5). The 4,5-dihydro-1,3-oxazine (6) through cleavage with HCl and treatment with Amberlyst A 26 in the AcO- form, followed by full acetylation, affords (1) in good yield.