848618-20-2Relevant academic research and scientific papers
Regioselective debenzylation of C-glycosyl compounds by boron trichloride
Xie, Juan,Menand, Mickael,Valery, Jean-Marc
, p. 481 - 487 (2005)
Boron trichloride has been found to promote selective deprotection of 1,2- or 1,3-cis oriented secondary benzyl ethers of per-benzylated C-glycosyl derivatives. The reactivity towards BCl3 follows the order: C-4 ≥ C-2 > C-6 > C-3 for C-glucopyranosyl derivatives and C-3 ≥ C-4 > C-6 > C-2 for C-galactopyranosyl derivatives. Preparatively useful selective debenzylation at secondary positions was possible after careful control of reaction conditions.
