Literature DB >> 22489024

Palladium-catalyzed alkylation of 1,4-dienes by C-H activation.

Barry M Trost1, Max M Hansmann, David A Thaisrivongs.   

Abstract

Activated: the title reaction proceeds with a broad range of nucleophiles and variously substituted 1,4-dienes under mild conditions, and provides direct access to the corresponding 1,3-diene-containing products with high regio- and stereocontrol (see scheme; 2,6-DMBQ=2,6-dimethylbenzoquinone, EWG=electron-withdrawing group). This is the first catalytic allylic C-H alkylation that proceeds in the absence of sulfoxide ligands.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2012        PMID: 22489024     DOI: 10.1002/anie.201200601

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  6 in total

1.  Allylic functionalization of unactivated olefins with Grignard reagents.

Authors:  Hongli Bao; Liela Bayeh; Uttam K Tambar
Journal:  Angew Chem Int Ed Engl       Date:  2014-01-23       Impact factor: 15.336

2.  Chemo- and regioselective C(sp³)-H arylation of unactivated allylarenes by deprotonative cross-coupling.

Authors:  Nusrah Hussain; Gustavo Frensch; Jiadi Zhang; Patrick J Walsh
Journal:  Angew Chem Int Ed Engl       Date:  2014-02-26       Impact factor: 15.336

3.  Palladium-catalyzed allylic cross-coupling reactions of primary and secondary homoallylic electrophiles.

Authors:  Benjamin J Stokes; Susanne M Opra; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2012-07-06       Impact factor: 15.419

4.  Metal Catalyzed Allylic Alkylation: Its Development in the Trost Laboratories.

Authors:  Barry M Trost
Journal:  Tetrahedron       Date:  2015-09-02       Impact factor: 2.457

5.  Ru-catalyzed sequence for the synthesis of cyclic amido-ethers.

Authors:  Barry M Trost; Ehesan U Sharif; James J Cregg
Journal:  Chem Sci       Date:  2016-09-12       Impact factor: 9.825

6.  General allylic C-H alkylation with tertiary nucleophiles.

Authors:  Jennifer M Howell; Wei Liu; Andrew J Young; M Christina White
Journal:  J Am Chem Soc       Date:  2014-04-02       Impact factor: 15.419

  6 in total

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