Perkin communications. Radical cyclization in stereospecific introduction of chirality at ‘off template site’ of 1,2-O-isopropylidene-α-D-xylo-hexofuranose
Abstract
Bromoacetals derived from 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-ynofuranose (9) undergo facile free radical cyclization leading to the formation of olefinic acetals which are chemially manipulated to introduce either of the chiralities at C-5 of α-D-hexofuranose.