Literature DB >> 29140703

Synthesis of (2S)-2-Chloro-2-fluororibolactone via Stereoselective Electrophilic Fluorination.

Coralie De Schutter1, Ozkan Sari1, Steven J Coats2, Franck Amblard1, Raymond F Schinazi1.   

Abstract

A novel and efficient route for the preparation of (2S)-2-chloro-2-fluorolactone 29 is described. This approach takes advantage of a highly efficient diastereoselective electrophilic fluorination reaction (94% yield; >50:1 dr).

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Year:  2017        PMID: 29140703      PMCID: PMC7847697          DOI: 10.1021/acs.joc.7b02245

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  20 in total

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Review 3.  Hepatitis C.

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5.  Enantioselective organocatalytic α-fluorination of cyclic ketones.

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7.  Diastereocontrolled electrophilic fluorinations of 2-deoxyribonolactone: syntheses of all corresponding 2-deoxy-2-fluorolactones and 2'-deoxy-2'-fluoro-NAD+s.

Authors:  Yana Cen; Anthony A Sauve
Journal:  J Org Chem       Date:  2009-08-21       Impact factor: 4.354

8.  2'-Chloro,2'-fluoro Ribonucleotide Prodrugs with Potent Pan-genotypic Activity against Hepatitis C Virus Replication in Culture.

Authors:  Shaoman Zhou; Sawsan Mahmoud; Peng Liu; Longhu Zhou; Maryam Ehteshami; Leda Bassit; Sijia Tao; Robert A Domaoal; Ozkan Sari; Coralie De Schutter; Sheida Amiralaei; Ahmed Khalil; Olivia Ollinger Russell; Tamara McBrayer; Tony Whitaker; Nageh Abou-Taleb; Franck Amblard; Steven J Coats; Raymond F Schinazi
Journal:  J Med Chem       Date:  2017-06-26       Impact factor: 7.446

9.  Organocatalytic asymmetric fluorination of α-chloroaldehydes involving kinetic resolution.

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10.  An efficient and diastereoselective synthesis of PSI-6130: a clinically efficacious inhibitor of HCV NS5B polymerase.

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  2 in total

1.  Bioactive secondary metabolites from new endophytic fungus Curvularia. sp isolated from Rauwolfia macrophylla.

Authors:  Fatma Kaaniche; Abdelaaty Hamed; Ahmed S Abdel-Razek; Daniel Wibberg; Negera Abdissa; Imene Zendah El Euch; Noureddine Allouche; Lotfi Mellouli; Mohamed Shaaban; Nobert Sewald
Journal:  PLoS One       Date:  2019-06-27       Impact factor: 3.240

2.  Diastereoselective Synthesis of 2'-Dihalopyrimidine Ribonucleoside Inhibitors of Hepatitis C Virus Replication.

Authors:  Longhu Zhou; Hongwang Zhang; Chengwei Li; Coralie De Schutter; Ozkan Sari; Seema Mengshetti; Shaoman Zhou; Mahesh Kasthuri; Steven J Coats; Raymond F Schinazi; Franck Amblard
Journal:  ACS Omega       Date:  2021-12-22
  2 in total

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