Literature DB >> 28931273

Design, Synthesis, and Application of Polymer-Supported Silicon-Transfer Agents for Cross-Coupling Reactions with Organolithium Reagents.

Minh H Nguyen1, Kevin T O'Brien1, Amos B Smith1.   

Abstract

The initial design, synthesis, and validation of polymer-supported siloxane transfer agents have been achieved that permit the direct use of organolithium reagents in the palladium-catalyzed cross-coupling reactions. Through rational design, two generations of polymer support were developed that significantly simplify product purification and the transfer agent recycling.

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Year:  2017        PMID: 28931273      PMCID: PMC5664197          DOI: 10.1021/acs.joc.7b02004

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  53 in total

1.  Radical catalysis of Kumada cross-coupling reactions using functionalized Grignard reagents.

Authors:  Georg Manolikakes; Paul Knochel
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

2.  Palladium-catalyzed cross-coupling: a historical contextual perspective to the 2010 Nobel Prize.

Authors:  Carin C C Johansson Seechurn; Matthew O Kitching; Thomas J Colacot; Victor Snieckus
Journal:  Angew Chem Int Ed Engl       Date:  2012-05-09       Impact factor: 15.336

3.  Nickel-catalyzed Suzuki-Miyaura coupling of heteroaryl ethers with arylboronic acids.

Authors:  Xiao-Jian Li; Jin-Ling Zhang; Yu Geng; Zhong Jin
Journal:  J Org Chem       Date:  2013-05-08       Impact factor: 4.354

4.  Polymer-supported siloxane transfer agents for Pd-catalyzed cross-coupling reactions.

Authors:  Minh H Nguyen; Amos B Smith
Journal:  Org Lett       Date:  2013-07-31       Impact factor: 6.005

5.  Cross-coupling reactions of alkenylsilanolates. Investigation of the mechanism and identification of key intermediates through kinetic analysis.

Authors:  Scott E Denmark; Ramzi F Sweis
Journal:  J Am Chem Soc       Date:  2004-04-21       Impact factor: 15.419

6.  Copper(I) tert-butoxide-promoted 1,4 C sp 2-to-O silyl migration: generation of vinyl copper equivalents and their stereospecific cross-coupling with allylic, aryl, and vinylic halides.

Authors:  Haruhiko Taguchi; Kazushi Ghoroku; Makoto Tadaki; Akira Tsubouchi; Takeshi Takeda
Journal:  J Org Chem       Date:  2002-11-29       Impact factor: 4.354

Review 7.  Polymer synthesis and organotransition metal chemistry.

Authors:  R H Grubbs; W Tumas
Journal:  Science       Date:  1989-02-17       Impact factor: 47.728

8.  Hindered aryllithium reagents as partners in palladium-catalyzed cross-coupling: synthesis of tri- and tetra-ortho-substituted biaryls under ambient conditions.

Authors:  Massimo Giannerini; Valentín Hornillos; Carlos Vila; Martín Fañanás-Mastral; Ben L Feringa
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-07       Impact factor: 15.336

9.  A general solution for the 2-pyridyl problem.

Authors:  Graham R Dick; Eric M Woerly; Martin D Burke
Journal:  Angew Chem Int Ed Engl       Date:  2012-01-27       Impact factor: 15.336

10.  Nickel-Catalyzed Cross-Coupling of Organolithium Reagents with (Hetero)Aryl Electrophiles.

Authors:  Dorus Heijnen; Jean-Baptiste Gualtierotti; Valentín Hornillos; Ben L Feringa
Journal:  Chemistry       Date:  2016-02-04       Impact factor: 5.020

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  4 in total

Review 1.  Evolution of Anion Relay Chemistry: Construction of Architecturally Complex Natural Products.

Authors:  Yifan Deng; Amos B Smith
Journal:  Acc Chem Res       Date:  2020-04-09       Impact factor: 22.384

2.  Synthetic Access to the Mandelalide Family of Macrolides: Development of an Anion Relay Chemistry Strategy.

Authors:  Minh H Nguyen; Masashi Imanishi; Taichi Kurogi; Xuemei Wan; Jane E Ishmael; Kerry L McPhail; Amos B Smith
Journal:  J Org Chem       Date:  2018-02-26       Impact factor: 4.354

3.  The role of CuI in the siloxane-mediated Pd-catalyzed cross-coupling reactions of aryl iodides with aryl lithium reagents.

Authors:  Yu Chen; Xiao Zhang; Fang Liu; Gucheng He; Ju Zhang; K N Houk; Amos B Smith; Yong Liang
Journal:  Chin Chem Lett       Date:  2021-01       Impact factor: 6.779

4.  Synthesis of Substituted Benzaldehydes via a Two-Step, One-Pot Reduction/Cross-Coupling Procedure.

Authors:  Dorus Heijnen; Hugo Helbert; Gert Luurtsema; Philip H Elsinga; Ben L Feringa
Journal:  Org Lett       Date:  2019-05-14       Impact factor: 6.005

  4 in total

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