Literature DB >> 16758017

alpha-Substituted acylsilanes via a highly selective [1,4]-Wittig rearrangement of alpha-benzyloxyallylsilane.

Edith N Onyeozili1, Robert E Maleczka.   

Abstract

alpha-Benzyloxyallylsilane undergoes efficient [1,4]-Wittig rearrangement to generate an enolate intermediate that can be trapped with various electrophiles, thereby providing a new synthetic approach to substituted acylsilanes.

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Year:  2006        PMID: 16758017     DOI: 10.1039/b603228a

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


  2 in total

1.  Stereoconvergent [1,2]- and [1,4]-Wittig rearrangements of 2-silyl-6-aryl-5,6-dihydropyrans: a tale of steric vs electronic regiocontrol of divergent pathways.

Authors:  Luis M Mori-Quiroz; Robert E Maleczka
Journal:  J Org Chem       Date:  2015-01-16       Impact factor: 4.354

2.  [1,2]- and [1,4]-Wittig Rearrangements of α-Alkoxysilanes: Effect of Substitutions at both the Migrating Benzylic Carbon and the Terminal sp2 Carbon of the Allyl Moiety.

Authors:  Edith N Onyeozili; Luis M Mori-Quiroz; Robert E Maleczka
Journal:  Tetrahedron       Date:  2013-01-14       Impact factor: 2.457

  2 in total

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