Abstract
The asymmetric synthesis of the 2-O-benzyl-3,4-dideoxy-3-fluoro-[α]-D- lyxo -hexopyranose ( 11), the -L- ribo -, the -D- arabino -, and the -L- xylo - analogues ( 12 - 14) has been realized through dihydroxylation of the double bond of (5S)-5-benzyloxy-4-fluoro-6-[(R)-(4-methylphenyl)sulphinyl]-hex-1-ene ( 4) followed by oxidative removal of the chiral auxiliary sulphinyl group. A detailed spectroscopic analysis of the four fluorocarbohydrates 11 - 14 has also been performed.
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