58366-10-2Relevant articles and documents
Site-selective redox isomerizations of furanosides using a combined arylboronic acid/photoredox catalyst system
Dimakos, Victoria,Gorelik, Daniel,Su, Hsin Y.,Garrett, Graham E.,Hughes, Gregory,Shibayama, Hiromitsu,Taylor, Mark S.
, p. 1531 - 1537 (2020/02/25)
In the presence of an arylboronic acid and a hydrogen atom transfer mediator under photoredox conditions, furanoside derivatives undergo site-selective redox isomerizations to 2-keto-3-deoxyfuranosides. Experimental evidence and computational modeling suggest that the transformation takes place by abstraction of the hydrogen atom from the 2-position of the furanoside-derived arylboronic ester, followed by C3-O bond cleavage via spin-center shift. This mechanism is reminiscent of the currently accepted pathway for the formation of 3′-ketodeoxynucleotides by ribonucleotide reductase enzymes.
SYNTHESIS, STRUCTURE AND CERTAIN BIOCHEMICAL PROPERTIES OF 31-BRANCHED THYMIDINES AND THEIR 51-PHOSPHATE DERIVATIVES
Fedorov, I.I.,Kaz'mina, E.M.,Novikov, N.A.,Gurskaya, G.V.,Bochkarev, A.V.,et al.
, p. 379 - 394 (2007/10/02)
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