Literature DB >> 21332157

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

Varinder K Aggarwal1, Michael Binanzer, M Carolina de Ceglie, Maddalena Gallanti, Ben W Glasspoole, Stephanie J F Kendrick, Ravindra P Sonawane, Ana Vázquez-Romero, Matthew P Webster.   

Abstract

Tertiary allyl- or crotylsilanes have been prepared in high er and dr via the lithiation-borylation reaction of alkyl carbamates with silaboronates. Using a related strategy, quaternary allylsilanes could be accessed in similarly high er.

Entities:  

Year:  2011        PMID： 21332157     DOI： 10.1021/ol200177f

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


  7 in total

1.  Synthesis of Enantioenriched Allylic Silanes via Nickel-Catalyzed Reductive Cross-Coupling.

Authors:  Julie L Hofstra; Alan H Cherney; Ciara M Ordner; Sarah E Reisman
Journal:  J Am Chem Soc       Date:  2017-12-20       Impact factor: 15.419

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

Authors:  Adam A Szymaniak; Chenlong Zhang; John R Coombs; James P Morken
Journal:  ACS Catal       Date:  2018-02-23       Impact factor: 13.084

3.  Iterative assembly line synthesis of polypropionates with full stereocontrol.

Authors:  Teerawut Bootwicha; Julian M Feilner; Eddie L Myers; Varinder K Aggarwal
Journal:  Nat Chem       Date:  2017-04-10       Impact factor: 24.427

4.  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

5.  Synthesis of Chiral Tertiary Boronic Esters by Oxime-Directed Catalytic Asymmetric Hydroboration.

Authors:  Veronika M Shoba; Nathan C Thacker; Andrew J Bochat; James M Takacs
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-10       Impact factor: 15.336

6.  Stereospecific Allylic Functionalization: The Reactions of Allylboronate Complexes with Electrophiles.

Authors:  Cristina García-Ruiz; Jack L-Y Chen; Christopher Sandford; Kathryn Feeney; Paula Lorenzo; Guillaume Berionni; Herbert Mayr; Varinder K Aggarwal
Journal:  J Am Chem Soc       Date:  2017-10-20       Impact factor: 15.419

7.  Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage.

Authors:  Chenhui Chen; Hongliang Wang; Yufeng Sun; Jiayan Cui; Jianbo Xie; Yang Shi; Shijia Yu; Xin Hong; Zhan Lu
Journal:  iScience       Date:  2020-03-17
  7 in total

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