Literature DB >> 31485379

Enantioselective Synthesis of Nonracemic Geminal Silylboronates by Pt-Catalyzed Hydrosilylation.

Adam A Szymaniak, Chenlong Zhang, John R Coombs, James P Morken.   

Abstract

A Pt-catalyzed enantioselective hydrosilylation of alkenylboronates is described. This reaction occurs with high regio- and enantioselectivity, providing a convenient route to chiral non-racemic geminal silylboronates. These compounds are useful reagents in stereoselective synthesis.

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Year:  2018        PMID: 31485379      PMCID: PMC6726405          DOI: 10.1021/acscatal.8b00221

Source DB:  PubMed          Journal:  ACS Catal            Impact factor:   13.084


  30 in total

1.  Synthesis and Reactivity of sp(3)-Geminated Organodimetallics.

Authors:  Ilane Marek; Jean-F. Normant
Journal:  Chem Rev       Date:  1996-12-19       Impact factor: 60.622

2.  Silicon-based cross-coupling reaction: an environmentally benign version.

Authors:  Yoshiaki Nakao; Tamejiro Hiyama
Journal:  Chem Soc Rev       Date:  2011-07-14       Impact factor: 54.564

3.  Sequential cross-coupling of 1,4-bissilylbutadienes: synthesis of unsymmetrical 1,4-disubstituted 1,3-butadienes.

Authors:  Scott E Denmark; Steven A Tymonko
Journal:  J Am Chem Soc       Date:  2005-06-08       Impact factor: 15.419

4.  Enantioselective preparation and chemoselective cross-coupling of 1,1-diboron compounds.

Authors:  Jack Chang Hung Lee; Robert McDonald; Dennis G Hall
Journal:  Nat Chem       Date:  2011-09-25       Impact factor: 24.427

5.  Asymmetric synthesis of tertiary and quaternary allyl- and crotylsilanes via the borylation of lithiated carbamates.

Authors:  Varinder K Aggarwal; Michael Binanzer; M Carolina de Ceglie; Maddalena Gallanti; Ben W Glasspoole; Stephanie J F Kendrick; Ravindra P Sonawane; Ana Vázquez-Romero; Matthew P Webster
Journal:  Org Lett       Date:  2011-02-18       Impact factor: 6.005

6.  Optically pure alpha-(trimethylsilyl)benzyl alcohol: a practical chiral auxiliary for oxocarbenium ion reactions.

Authors:  Jennifer Cossrow; Scott D Rychnovsky
Journal:  Org Lett       Date:  2002-01-10       Impact factor: 6.005

7.  The first alkene-platinum-silyl complexes: lifting the hydrosilation mechanism shroud with long-lived precatalytic intermediates and true pt catalysts.

Authors:  Aroop K Roy; Richard B Taylor
Journal:  J Am Chem Soc       Date:  2002-08-14       Impact factor: 15.419

8.  Sequential C-Si bond formations from diphenylsilane: application to silanediol peptide isostere precursors.

Authors:  Lone Nielsen; Troels Skrydstrup
Journal:  J Am Chem Soc       Date:  2008-09-04       Impact factor: 15.419

9.  Direct stereospecific amination of alkyl and aryl pinacol boronates.

Authors:  Scott N Mlynarski; Alexander S Karns; James P Morken
Journal:  J Am Chem Soc       Date:  2012-09-24       Impact factor: 15.419

10.  Ruthenium-catalyzed vinylsilane synthesis and cross-coupling as a selective approach to alkenes: benzyldimethylsilyl as a robust vinylmetal functionality.

Authors:  Barry M Trost; Michelle R Machacek; Zachary T Ball
Journal:  Org Lett       Date:  2003-05-29       Impact factor: 6.005

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  3 in total

1.  An Electroreductive Approach to Radical Silylation via the Activation of Strong Si-Cl Bond.

Authors:  Lingxiang Lu; Juno C Siu; Yihuan Lai; Song Lin
Journal:  J Am Chem Soc       Date:  2020-12-08       Impact factor: 15.419

2.  α-Boryl Organometallic Reagents in Catalytic Asymmetric Synthesis.

Authors:  Chenlong Zhang; Weipeng Hu; James P Morken
Journal:  ACS Catal       Date:  2021-08-12       Impact factor: 13.700

3.  Enantioselective Cu-catalyzed double hydroboration of alkynes to access chiral gem-diborylalkanes.

Authors:  Shengnan Jin; Jinxia Li; Kang Liu; Wei-Yi Ding; Shuai Wang; Xiujuan Huang; Xue Li; Peiyuan Yu; Qiuling Song
Journal:  Nat Commun       Date:  2022-06-20       Impact factor: 17.694

  3 in total

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