Abstract

Ring closing metathesis protocol on bis-allylic chirons derived from sugars was utilized for the stereoselective synthesis of spiro C-linked deoxy disaccharides. Uloses derived from D-xylose and L-sorbose were converted into bisallylic derivatives, which on RCM gave the spiro-pyrane rings. The xylose-derived spiro-pyrane on sequential oxidations was converted into new deoxy spiro C-disaccharides.

Keywords: Grubbs catalyst, ring closing metathesis, stereoselective synthesis, spiro C-linked 4-deoxy disaccharides, bisallylic chirons