Literature DB >> 28425550

Site-selective carbon-carbon bond formation in unprotected monosaccharides using photoredox catalysis.

Ieng Chim Steven Wan1, Martin D Witte, Adriaan J Minnaard.   

Abstract

Site-selective photoredox reactions with somophiles readily enable branching of the carbon skeleton of unprotected glucosides, allosides, and xylosides regioselectively at C3. These reactions open the possibility of selective C-C bond formation in monosaccharides without multi-step protection-deprotection strategies.

Entities:  

Year:  2017        PMID： 28425550     DOI： 10.1039/c7cc01416c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  6 in total

1.  Direct Synthesis of Secondary Benzylic Alcohols Enabled by Photoredox/Ni Dual-Catalyzed Cross-Coupling.

Authors:  Rauful Alam; Gary A Molander
Journal:  J Org Chem       Date:  2017-11-27       Impact factor: 4.354

2.  Factors Governing Reactivity and Selectivity in Hydrogen Atom Transfer from C(sp3)-H Bonds of Nitrogen-Containing Heterocycles to the Cumyloxyl Radical.

Authors:  Marco Galeotti; Chiara Trasatti; Sergio Sisti; Michela Salamone; Massimo Bietti
Journal:  J Org Chem       Date:  2022-05-24       Impact factor: 4.198

3.  Site-selective redox isomerizations of furanosides using a combined arylboronic acid/photoredox catalyst system.

Authors:  Victoria Dimakos; Daniel Gorelik; Hsin Y Su; Graham E Garrett; Gregory Hughes; Hiromitsu Shibayama; Mark S Taylor
Journal:  Chem Sci       Date:  2020-01-03       Impact factor: 9.825

Review 4.  Photoredox-Catalyzed C-H Functionalization Reactions.

Authors:  Natalie Holmberg-Douglas; David A Nicewicz
Journal:  Chem Rev       Date:  2021-09-29       Impact factor: 60.622

5.  From d- to l-Monosaccharide Derivatives via Photodecarboxylation-Alkylation.

Authors:  I C Steven Wan; Martin D Witte; Adriaan J Minnaard
Journal:  Org Lett       Date:  2019-09-12       Impact factor: 6.005

Review 6.  Site-Selective Modification of (Oligo)Saccharides.

Authors:  Martin D Witte; Adriaan J Minnaard
Journal:  ACS Catal       Date:  2022-09-23       Impact factor: 13.700
  6 in total

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