Literature DB >> 18665277

Phosphate esters as "tunable" reagents in organic synthesis.

Stefano Protti1, Maurizio Fagnoni.   

Abstract

The essential role phosphates have in biochemistry has no parallel in man-made chemistry, where the poor reactivity of these esters towards nucleophilic substitution makes more reactive substrates such as halides and sulfonates preferred. Nevertheless, phosphates are acquiring an increasing role in organic synthesis as long as new activation modes become available. These include metal catalysis and photochemistry (the latter effective with benzyl and aryl derivatives) that may turn the present limitation into a promising opportunity by devising convenient tunable reactions.

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Year:  2008        PMID: 18665277     DOI: 10.1039/b801888j

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


  3 in total

1.  Competing pathways in the photo-Favorskii rearrangement and release of esters: studies on fluorinated p-hydroxyphenacyl-caged GABA and glutamate phototriggers.

Authors:  Kenneth Stensrud; Jihyun Noh; Karl Kandler; Jakob Wirz; Dominik Heger; Richard S Givens
Journal:  J Org Chem       Date:  2009-08-07       Impact factor: 4.354

2.  Metal-free synthesis of biarenes via photoextrusion in di(tri)aryl phosphates.

Authors:  Hisham Qrareya; Lorenzo Meazza; Stefano Protti; Maurizio Fagnoni
Journal:  Beilstein J Org Chem       Date:  2020-12-08       Impact factor: 2.883

3.  Lewis acid-catalyzed Pudovik reaction-phospha-Brook rearrangement sequence to access phosphoric esters.

Authors:  Jin Yang; Dang-Wei Qian; Shang-Dong Yang
Journal:  Beilstein J Org Chem       Date:  2022-09-09       Impact factor: 2.544

  3 in total

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