Literature DB >> 32542234

Palladium-Catalyzed Reductive Heck Coupling of Alkenes.

Lucas J Oxtoby1, John A Gurak1, Steven R Wisniewski2, Martin D Eastgate2, Keary M Engle1.   

Abstract

The Mizoroki-Heck reaction is one of the most studied palladium-catalyzed cross-coupling reactions, representing a powerful method for forming C-C bonds between diverse substrates with broad functional group compatibility. However, the reductive variant has received considerably less attention. In this Review, we summarize distinct mechanistic aspects of the reductive Heck reaction, highlight recent contributions to the field, and discuss potential applications of the reductive Heck reaction in the pharmaceutical industry. With the potential to have a large impact in both academic and industrial settings, further development of the reductive Heck reaction is a promising area of future investigation.

Entities:  

Keywords:  Heck reaction; alkene functionalization; hydroarylation; palladium

Year:  2019        PMID: 32542234      PMCID: PMC7295148          DOI: 10.1016/j.trechm.2019.05.007

Source DB:  PubMed          Journal:  Trends Chem        ISSN: 2589-5974


  49 in total

1.  Total synthesis of (-)-galanthamine and (-)-lycoramine via catalytic asymmetric hydrogenation and intramolecular reductive Heck cyclization.

Authors:  Ji-Qiang Chen; Jian-Hua Xie; Deng-Hui Bao; Sheng Liu; Qi-Lin Zhou
Journal:  Org Lett       Date:  2012-05-21       Impact factor: 6.005

2.  Nickel-catalyzed Enantioselective Hydroarylation and Hydroalkenylation of Styrenes.

Authors:  Yue-Gang Chen; Bin Shuai; Xue-Tao Xu; Yi-Qian Li; Qi-Liang Yang; Hui Qiu; Kun Zhang; Ping Fang; Tian-Sheng Mei
Journal:  J Am Chem Soc       Date:  2019-02-15       Impact factor: 15.419

3.  Current complexity: a tool for assessing the complexity of organic molecules.

Authors:  Jun Li; Martin D Eastgate
Journal:  Org Biomol Chem       Date:  2015-05-12       Impact factor: 3.876

4.  Enantioselective Dehydrogenative Heck Arylations of Trisubstituted Alkenes with Indoles to Construct Quaternary Stereocenters.

Authors:  Chun Zhang; Celine B Santiago; Jennifer M Crawford; Matthew S Sigman
Journal:  J Am Chem Soc       Date:  2015-12-10       Impact factor: 15.419

5.  Pd-Catalyzed reductive heck reaction of olefins with aryl bromides for Csp2-Csp3 bond formation.

Authors:  Liqun Jin; Jiaxia Qian; Nan Sun; Baoxiang Hu; Zhenlu Shen; Xinquan Hu
Journal:  Chem Commun (Camb)       Date:  2018-05-31       Impact factor: 6.222

6.  Total synthesis of (-)-incarvilline, (+)-incarvine C, and (-)-incarvillateine.

Authors:  Masaya Ichikawa; Masaki Takahashi; Sakae Aoyagi; Chihiro Kibayashi
Journal:  J Am Chem Soc       Date:  2004-12-22       Impact factor: 15.419

Review 7.  Catalytic Enantioselective Functionalization of Unactivated Terminal Alkenes.

Authors:  John R Coombs; James P Morken
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-13       Impact factor: 15.336

8.  Enantioselective construction of remote quaternary stereocentres.

Authors:  Tian-Sheng Mei; Harshkumar H Patel; Matthew S Sigman
Journal:  Nature       Date:  2014-04-09       Impact factor: 49.962

Review 9.  The hydroarylation reaction--scope and limitations.

Authors:  Jan C Namyslo; Jörg Storsberg; Jens Klinge; Christian Gärtner; Min-Liang Yao; Nuket Ocal; Dieter Eckhard Kaufmann
Journal:  Molecules       Date:  2010-05-10       Impact factor: 4.411

10.  Reductive Heck reactions of N-methyl-substituted tricyclic imides.

Authors:  Gokce Goksu; Nuket Ocal; Dieter E Kaufmann
Journal:  Molecules       Date:  2010-03-04       Impact factor: 4.411

View more
  3 in total

1.  A Transient-Directing-Group Strategy Enables Enantioselective Reductive Heck Hydroarylation of Alkenes.

Authors:  Lucas J Oxtoby; Zi-Qi Li; Van T Tran; Tuğçe G Erbay; Ruohan Deng; Peng Liu; Keary M Engle
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-07       Impact factor: 15.336

2.  Quadruple C-H activation coupled to hydrofunctionalization and C-H silylation/borylation enabled by weakly coordinated palladium catalyst.

Authors:  Bo-Cheng Tang; Wen-Xuan Lin; Xiang-Long Chen; Cai He; Jin-Tian Ma; Yan-Dong Wu; Yu Lan; An-Xin Wu
Journal:  Nat Commun       Date:  2020-11-09       Impact factor: 14.919

3.  Effects of ligands on the migratory insertion of alkenes into rhodium-oxygen bonds.

Authors:  Casseday P Richers; Sven Roediger; Victor Laserna; John F Hartwig
Journal:  Chem Sci       Date:  2020-09-08       Impact factor: 9.825

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.