Galactitol tris , preparation

Peracetylated 1,5-anhydro-D-glucitol (41), -D-mannitol (42), -D-galactitol (43), -D-xylitol (44), -D-ribitol (65), and 2,3,5-tri-0-acetyl-1,4-anhydro-D-ribitol (66) were prepared in high yield from the corresponding glycosyl bromides on treatment with titanocene boiohydride (CpzTiBHO.193 The reaction also proceeded with... 

From this work, it follows that boronates of polyhydric alcohols can be prepared directly by heating with trialkyl- or triaryl-boranes. Galactitol heated with triphenylborane in refluxing toluene gives the same tris(phenylboronate), in 93% yield,42 as can be prepared by use of phenylboronic acid.9... 

In the second synthesis of phytosphingosine, outlined in Scheme 3, Gigg s group13 made possible the preparation of 1,3,4-tri-O-benzyl-L-galactitol 23 from D-galactose in good yield. They proved 23 to be an efficient starting material. 

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