SCHEDULED MAINTENANCE:
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.
R. Blattner, R. J. Ferrier and R. Renner, J. Chem. Soc., Chem. Commun., 1987, 1007 DOI: 10.1039/C39870001007
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