Literature DB >> 14627386

Oxidation of carbon-silicon bonds: the dramatic advantage of strained siletanes.

James D Sunderhaus1, Hubert Lam, Gregory B Dudley.   

Abstract

[reaction: see text] Herein we report on the use of siletanes as substrates for the oxidation of carbon-silicon bonds. These tetraalkylsilanes are easy to handle yet susceptible to rapid ring opening and oxidation upon exposure to aqueous fluoride and peroxide. This combination of stability and reactivity presents many practical benefits, including compatibility with silicon protecting groups and electron-rich aromatic rings.

Entities:  

Year:  2003        PMID: 14627386     DOI: 10.1021/ol035695y

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


  4 in total

1.  Catalytic Enantioselective Synthesis of anti-Vicinal Silylboronates by Conjunctive Cross-Coupling.

Authors:  Yan Meng; Ziyin Kong; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-19       Impact factor: 15.336

2.  Catalytic redox-initiated glycolate aldol additions of silyl glyoxylates.

Authors:  Stephen N Greszler; Jeffrey S Johnson
Journal:  Org Lett       Date:  2009-02-19       Impact factor: 6.005

3.  Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions.

Authors:  Markus Leibeling; Daniel B Werz
Journal:  Beilstein J Org Chem       Date:  2013-10-24       Impact factor: 2.883

4.  Regioselective allene hydroarylation via one-pot allene hydrosilylation/Pd-catalyzed cross-coupling.

Authors:  Zachary D Miller; John Montgomery
Journal:  Org Lett       Date:  2014-10-02       Impact factor: 6.005

  4 in total

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