Literature DB >> 15491128

Allylsilanes and vinylsilanes from silylcupration of carbon-carbon multiple bonds: scope and synthetic applications.

Asunción Barbero1, Francisco J Pulido.   

Abstract

Silylcupration of multiple bonds (allenes, acetylenes, dienes, and styrenes) has become one of the most efficient procedures for the synthesis of vinyl- and allylsilanes. These substrates are useful building blocks in organic synthesis since they undergo a great variety of silicon-assisted transformations. The methodology reported has been widely used in the synthesis of different natural products, as well as in the construction of carbo- and heterocycles. In this Account, we wish to illustrate our contribution to this field, as well as to highlight the contributions of others.

Entities:  

Year:  2004        PMID: 15491128     DOI: 10.1021/ar0400490

Source DB:  PubMed          Journal:  Acc Chem Res        ISSN: 0001-4842            Impact factor:   22.384


  13 in total

1.  New synthetic strategies for the stereocontrolled synthesis of substituted "skipped" diepoxides.

Authors:  Christopher J Morten; Timothy F Jamison
Journal:  Tetrahedron       Date:  2009-08-15       Impact factor: 2.457

2.  Iridium-catalyzed (Z)-trialkylsilylation of terminal olefins.

Authors:  Biao Lu; J R Falck
Journal:  J Org Chem       Date:  2010-03-05       Impact factor: 4.354

3.  Generation of Axially Chiral Fluoroallenes through a Copper-Catalyzed Enantioselective β-Fluoride Elimination.

Authors:  Thomas J O'Connor; Binh Khanh Mai; Jordan Nafie; Peng Liu; F Dean Toste
Journal:  J Am Chem Soc       Date:  2021-08-16       Impact factor: 16.383

4.  Pd-catalyzed synthesis of allylic silanes from allylic ethers.

Authors:  Ralph Moser; Takashi Nishikata; Bruce H Lipshutz
Journal:  Org Lett       Date:  2010-01-01       Impact factor: 6.005

5.  Activation of Si-Si Bonds for Copper(I)-Catalyzed Conjugate Silylation.

Authors:  Laura Iannazzo; Gary A Molander
Journal:  European J Org Chem       Date:  2012-09

6.  Mechanism of NHC-Catalyzed Conjugate Additions of Diboron and Borosilane Reagents to α,β-Unsaturated Carbonyl Compounds.

Authors:  Hao Wu; Jeannette M Garcia; Fredrik Haeffner; Suttipol Radomkit; Adil R Zhugralin; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2015-08-11       Impact factor: 15.419

7.  NHC-Cu-Catalyzed Silyl Conjugate Additions to Acyclic and Cyclic Dienones and Dienoates. Efficient Site-, Diastereo- and Enantioselective Synthesis of Carbonyl-Containing Allylsilanes.

Authors:  Kang-Sang Lee; Hao Wu; Fredrik Haeffner; Amir H Hoveyda
Journal:  Organometallics       Date:  2012-09-19       Impact factor: 3.876

8.  A macrocyclic β-iodoallenolate intermediate is key: synthesis of the ABD core of phomactin A.

Authors:  Jennifer Ciesielski; Kevin Cariou; Alison J Frontier
Journal:  Org Lett       Date:  2012-08-02       Impact factor: 6.005

9.  Copper Catalysis for Synthesizing Main-Group Organometallics Containing B, Sn or Si.

Authors:  Hiroto Yoshida
Journal:  Chem Rec       Date:  2016-01-20       Impact factor: 6.771

10.  Allylsilanes in the synthesis of three to seven membered rings: the silylcuprate strategy.

Authors:  Asunción Barbero; Francisco J Pulido; M Carmen Sañudo
Journal:  Beilstein J Org Chem       Date:  2007-05-22       Impact factor: 2.883

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