Literature DB >> 10825963

Synthesis and fluoride-promoted wittig rearrangements of alpha-alkoxysilanes.

R E Maleczka1, F Geng.   

Abstract

[formula: see text] Lewis acid-catalyzed reaction of allyl and benzyl trichloroacetimidates with alpha-silyl alcohols was found to be a general method for the synthesis of alpha-alkoxysilanes. Upon exposure to CsF, these alpha-alkoxysilanes could be made to undergo [2,3]-Wittig rearrangement with an efficiency similar to that realized by the analogous but inherently more toxic alpha-alkoxystannanes.

Entities:  

Mesh：

Substances：

Year:  1999        PMID： 10825963     DOI： 10.1021/ol9909132

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


  3 in total

1.  Total synthesis of neopeltolide and analogs.

Authors:  Yubo Cui; Wangyang Tu; Paul E Floreancig
Journal:  Tetrahedron       Date:  2010-06-26       Impact factor: 2.457

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

3.  Dynamics and a unified understanding of competitive [2,3]- and [1,2]-sigmatropic rearrangements based on a study of ammonium ylides.

Authors:  Bibaswan Biswas; Sean C Collins; Daniel A Singleton
Journal:  J Am Chem Soc       Date:  2014-02-28       Impact factor: 15.419
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.