Literature DB >> 21473567

Investigating the rate of photoreductive glucosyl radical generation.

R Stephen Andrews1, Jennifer J Becker, Michel R Gagné.   

Abstract

The photoreduction of glucosyl halides to generate glucosyl radicals has been investigated to probe the nature of the photoredox cycle. Amine (the reductant) and catalyst concentration affect the reaction rate at low concentrations but exhibit saturation at higher concentrations. Water and hydrophobic catalysts were found to significantly increase the conversion efficiency.

Entities:  

Year:  2011        PMID： 21473567     DOI： 10.1021/ol200644w

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  16 in total

1.  Functionally diverse nucleophilic trapping of iminium intermediates generated utilizing visible light.

Authors:  David B Freeman; Laura Furst; Allison G Condie; Corey R J Stephenson
Journal:  Org Lett       Date:  2011-12-08       Impact factor: 6.005

2.  Total synthesis of (+)-gliocladin C enabled by visible-light photoredox catalysis.

Authors:  Laura Furst; Jagan M R Narayanam; Corey R J Stephenson
Journal:  Angew Chem Int Ed Engl       Date:  2011-07-12       Impact factor: 15.336

Review 3.  Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

4.  Detection of Fleeting Amine Radical Cations and Elucidation of Chain Processes in Visible-Light-Mediated [3 + 2] Annulation by Online Mass Spectrometric Techniques.

Authors:  Yi Cai; Jiang Wang; Yuexiang Zhang; Zhi Li; David Hu; Nan Zheng; Hao Chen
Journal:  J Am Chem Soc       Date:  2017-08-25       Impact factor: 15.419

5.  Intermolecular [3+2] cycloaddition of cyclopropylamines with olefins by visible-light photocatalysis.

Authors:  Soumitra Maity; Mingzhao Zhu; Ryan Spencer Shinabery; Nan Zheng
Journal:  Angew Chem Int Ed Engl       Date:  2011-11-23       Impact factor: 15.336

6.  A Photo Touch on Amines: New Synthetic Adventures of Nitrogen Radical Cations.

Authors:  Soumitira Maity; Nan Zheng
Journal:  Synlett       Date:  2012-07-23       Impact factor: 2.454

7.  Photocatalytic Reductive Cyclizations of Enones: Divergent Reactivity of Photogenerated Radical and Radical Anion Intermediates.

Authors:  Juana Du; Laura Ruiz Espelt; Ilia A Guzei; Tehshik P Yoon
Journal:  Chem Sci       Date:  2011-01-01       Impact factor: 9.825

8.  Advances in Photocatalysis: A Microreview of Visible Light Mediated Ruthenium and Iridium Catalyzed Organic Transformations.

Authors:  Jon I Day; Kip Teegardin; Jimmie Weaver; John Chan
Journal:  Org Process Res Dev       Date:  2016-06-28       Impact factor: 3.317

9.  A visible-light-mediated oxidative C-N bond formation/aromatization cascade: photocatalytic preparation of N-arylindoles.

Authors:  Soumitra Maity; Nan Zheng
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-22       Impact factor: 15.336

10.  A concise synthesis of (-)-aplyviolene facilitated by a strategic tertiary radical conjugate addition.

Authors:  Martin J Schnermann; Larry E Overman
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-24       Impact factor: 15.336
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