Literature DB >> 26414910

Enantioselective Synthesis of Hemiaminals via Pd-Catalyzed C-N Coupling with Chiral Bisphosphine Mono-oxides.

Hongming Li1, Kevin M Belyk1, Jingjun Yin1, Qinghao Chen1, Alan Hyde1, Yining Ji1, Steven Oliver1, Matthew T Tudge1, Louis-Charles Campeau1, Kevin R Campos1.   

Abstract

A novel approach to hemiaminal synthesis via palladium-catalyzed C-N coupling with chiral bisphosphine mono-oxides is described. This efficient new method exhibits a broad scope, provides a highly efficient synthesis of HCV drug candidate elbasvir, and has been applied to the synthesis of chiral N,N-acetals.

Entities:  

Year:  2015        PMID: 26414910     DOI: 10.1021/jacs.5b05934

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


  9 in total

1.  Controlling Regioselectivity in the Enantioselective N-Alkylation of Indole Analogues Catalyzed by Dinuclear Zinc-ProPhenol.

Authors:  Barry M Trost; Elumalai Gnanamani; Chao-I Joey Hung
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-19       Impact factor: 15.336

2.  Advances in Stereoconvergent Catalysis from 2005 to 2015: Transition-Metal-Mediated Stereoablative Reactions, Dynamic Kinetic Resolutions, and Dynamic Kinetic Asymmetric Transformations.

Authors:  Vikram Bhat; Eric R Welin; Xuelei Guo; Brian M Stoltz
Journal:  Chem Rev       Date:  2017-02-06       Impact factor: 60.622

3.  Practical One-Pot Multistep Synthesis of 2H-1,3-Benzoxazines Using Copper, Hydrogen Peroxide and Triethylamine.

Authors:  Rachel Trammell; Alexandra Cordova; Shuming Zhang; Sunipa Goswami; Richel Murata; Maxime A Siegler; Isaac Garcia-Bosch
Journal:  European J Org Chem       Date:  2021-08-17

4.  Practical High-Throughput Experimentation for Chemists.

Authors:  Michael Shevlin
Journal:  ACS Med Chem Lett       Date:  2017-05-17       Impact factor: 4.345

5.  A rational pre-catalyst design for bis-phosphine mono-oxide palladium catalyzed reactions.

Authors:  Yining Ji; Hongming Li; Alan M Hyde; Qinghao Chen; Kevin M Belyk; Katrina W Lexa; Jingjun Yin; Edward C Sherer; R Thomas Williamson; Andrew Brunskill; Sumei Ren; Louis-Charles Campeau; Ian W Davies; Rebecca T Ruck
Journal:  Chem Sci       Date:  2017-01-19       Impact factor: 9.825

6.  Second-Order Biomimicry: In Situ Oxidative Self-Processing Converts Copper(I)/Diamine Precursor into a Highly Active Aerobic Oxidation Catalyst.

Authors:  Scott D McCann; Jean-Philip Lumb; Bruce A Arndtsen; Shannon S Stahl
Journal:  ACS Cent Sci       Date:  2017-02-24       Impact factor: 14.553

Review 7.  Synthesis and applications of high-performance P-chiral phosphine ligands.

Authors:  Tsuneo Imamoto
Journal:  Proc Jpn Acad Ser B Phys Biol Sci       Date:  2021       Impact factor: 3.493

8.  Pd/Xiang-Phos-catalyzed enantioselective intermolecular carboheterofunctionalization under mild conditions.

Authors:  Mengna Tao; Youshao Tu; Yu Liu; Haihong Wu; Lu Liu; Junliang Zhang
Journal:  Chem Sci       Date:  2020-05-29       Impact factor: 9.825

9.  Cu-catalyzed asymmetric addition of alcohols to β,γ-alkynyl-α-imino esters for the construction of linear chiral N,O-ketals.

Authors:  Cheng Sheng; Zheng Ling; Yicong Luo; Wanbin Zhang
Journal:  Nat Commun       Date:  2022-01-20       Impact factor: 14.919

  9 in total

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