Literature DB >> 24138127

Sequential deoxyfluorination approach for the synthesis of protected α,β,γ-trifluoro-δ-amino acids.

Raju Cheerlavancha1, Aggie Lawer, Marina Cagnes, Mohan Bhadbhade, Luke Hunter.   

Abstract

Backbone-homologated amino acids have been synthesized, containing three vicinal fluorine atoms placed stereospecifically along the carbon chain. Different trifluoro stereoisomers are found to have contrasting conformations, consistent with known stereoelectronic effects associated with C-F bonds.

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Year:  2013        PMID: 24138127     DOI: 10.1021/ol402756e

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


  4 in total

1.  Catalytic 1,3-Difunctionalization via Oxidative C-C Bond Activation.

Authors:  Steven M Banik; Katrina M Mennie; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2017-06-29       Impact factor: 15.419

2.  Enantioselective Aryl-Iodide-Catalyzed Wagner-Meerwein Rearrangements.

Authors:  Hayden A Sharma; Katrina M Mennie; Eugene E Kwan; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2020-09-03       Impact factor: 15.419

3.  Homologated amino acids with three vicinal fluorines positioned along the backbone: development of a stereoselective synthesis.

Authors:  Raju Cheerlavancha; Ahmed Ahmed; Yun Cheuk Leung; Aggie Lawer; Qing-Quan Liu; Marina Cagnes; Hee-Chan Jang; Xiang-Guo Hu; Luke Hunter
Journal:  Beilstein J Org Chem       Date:  2017-11-01       Impact factor: 2.883

Review 4.  Synthesis of complex unnatural fluorine-containing amino acids.

Authors:  William D G Brittain; Carissa M Lloyd; Steven L Cobb
Journal:  J Fluor Chem       Date:  2020-11       Impact factor: 2.050

  4 in total

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