ChemInform Abstract: A New Efficient Access to Glycono‐1,4‐lactones by Oxidation of Unprotected Itols by Catalytic Hydrogen Transfer with RhH(PPh₃)₄‐Benzalacetone System.

Abstract

A New Efficient Access to Glycono-1,4-lactones by Oxidation of Unprotected Itols by Catalytic Hydrogen Transfer with RhH(PPh 3 ) 4 -Benzalacetone System.-Pentitols and hexitols which possess a plane of symmetry, e.g. (I), or a C-2 symmetry axis, e.g. (III), lead, with good yields, to the corresponding lactone obtained as a racemic mixture. The only exception is observed in the case of D-ribitol (IX), which epimerizes at C-2. The oxidation of symmetryless L-arabinitol (XII) gives the two expected lactones (XIII) and (XIV). -(ISAAC, I.; AIZEL, G.; STASIK, I.; WADOUACHI, A.; BEAUPERE, D.; Synlett (1998) 5, 475-476; Lab. Chim. Org., Univ. Picardie Jules Verne, F-80039 Amiens, Fr.; EN)