C1 Oxidation/C2 Reduction Isomerization of Unprotected Aldoses Induced by Light/Ketone.,Angewandte Chemie International Edition

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C1 Oxidation/C2 Reduction Isomerization of Unprotected Aldoses Induced by Light/Ketone.
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2019-12-10 , DOI: 10.1002/anie.201914242
Yusuke Masuda ₁ , Hiromu Tsuda ₁ , Masahiro Murakami ₁

Affiliation

Unprotected aldoses in water undergo an isomerization reaction via a radical pathway when irradiated with light in the presence of water-soluble benzophenone. Whereas its anomeric carbon (C1) is oxidized to a carboxy group, the hydroxy group on the C2 carbon is replaced by hydrogen. The generated 2-deoxy lactones are readily reduced to the corresponding 2-deoxy aldoses, which are often contained in bioactive compounds.

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