Literature DB >> 26437362

Enantioselective 1,2-Difunctionalization of Dienes Enabled by Chiral Palladium Complex-Catalyzed Cascade Arylation/Allylic Alkylation Reaction.

Xiang Wu1, Hua-Chen Lin1, Ming-Li Li1, Lu-Lu Li1, Zhi-Yong Han1, Liu-Zhu Gong1,2.   

Abstract

A Pd-catalyzed highly enantioselective three-component coupling of 1,3-dienes with aryl iodines and sodium dialkyl malonates has been successfully established by using a H8-BINOL-based phosphoramidite ligand. This reaction proceeded via a Pd-catalyzed cascade arylation and asymmetric allylic alkylation reaction, providing an efficient strategy for the enantioselective 1,2-difunctionalization of 1,3-dienes.

Entities:  

Year:  2015        PMID： 26437362     DOI： 10.1021/jacs.5b08734

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  24 in total

1.  Catalytic Enantioselective Conjugate Additions of (pin)B-Substituted Allylcopper Compounds Generated in situ from Butadiene or Isoprene.

Authors:  Xiben Li; Fanke Meng; Sebastian Torker; Ying Shi; Amir H Hoveyda
Journal:  Angew Chem Int Ed Engl       Date:  2016-07-20       Impact factor: 15.336

2.  Mechanism and Selectivity in the Pd-Catalyzed Difunctionalization of Isoprene.

Authors:  Liping Xu; Xin Zhang; Matthew S McCammant; Matthew S Sigman; Yun-Dong Wu; Olaf Wiest
Journal:  J Org Chem       Date:  2016-08-19       Impact factor: 4.354

3.  Copper-Catalyzed 1,2-Amino Oxygenation of 1,3-Dienes: A Chemo-, Regio-, and Site-Selective Three-Component Reaction with O-Acylhydroxylamines and Carboxylic Acids.

Authors:  Brett N Hemric; Andy W Chen; Qiu Wang
Journal:  ACS Catal       Date:  2019-09-24       Impact factor: 13.084

4.  Cationic Co(I)-Intermediates for Hydrofunctionalization Reactions: Regio- and Enantioselective Cobalt-Catalyzed 1,2-Hydroboration of 1,3-Dienes.

Authors:  Krishnaja Duvvuri; Kendra R Dewese; Mahesh M Parsutkar; Stanley M Jing; Milauni M Mehta; Judith C Gallucci; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2019-04-25       Impact factor: 15.419

5.  Catalyst Controlled Regiodivergent Arylboration of Dienes.

Authors:  Stephen R Sardini; M Kevin Brown
Journal:  J Am Chem Soc       Date:  2017-07-12       Impact factor: 15.419

6.  Palladium-Catalyzed 1,3-Difunctionalization Using Terminal Alkenes with Alkenyl Nonaflates and Aryl Boronic Acids.

Authors:  Matthew S McCammant; Takashi Shigeta; Matthew S Sigman
Journal:  Org Lett       Date:  2016-03-28       Impact factor: 6.005

7.  Nickel-Catalyzed α-Carbonylalkylarylation of Vinylarenes: Expedient Access to γ,γ-Diarylcarbonyl and Aryltetralone Derivatives.

Authors:  Shekhar Kc; Roshan K Dhungana; Namrata Khanal; Ramesh Giri
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-19       Impact factor: 15.336

8.  Enantioselective Intermolecular Pd-Catalyzed Hydroalkylation of Acyclic 1,3-Dienes with Activated Pronucleophiles.

Authors:  Nathan J Adamson; Katherine C E Wilbur; Steven J Malcolmson
Journal:  J Am Chem Soc       Date:  2018-02-20       Impact factor: 15.419

9.  An Expedient Route to 9-arylmethylanthracene Derivatives via Tandem Ni-catalyzed Alkene Dicarbofunctionalization and Acid-promoted Cyclization-aromatization.

Authors:  Doleshwar Niroula; Rishi R Sapkota; Roshan K Dhungana; Bijay Shrestha; Ramesh Giri
Journal:  Isr J Chem       Date:  2020-02-14       Impact factor: 3.333

10.  A Diverted Aerobic Heck Reaction Enables Selective 1,3-Diene and 1,3,5-Triene Synthesis through C-C Bond Scission.

Authors:  Neil J McAlpine; Long Wang; Brad P Carrow
Journal:  J Am Chem Soc       Date:  2018-10-15       Impact factor: 15.419
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