Chain extensions from C-1 and C-5 of D-xylopyranose derivatives
Abstract
Free radicals produced successively at C-5 and C-1 from corresponding D-xylopyranose-based bromides add to acrylonitrile and methyl acrylate to give products with β-propionitrile or β-propionate substituents at these positions; some steric control can be achieved in the reactions, and the 4,8-anhydroundecanose derivative (13) is produced with good selectivity.