Literature DB >> 31647246

Enantioselective Synthesis of N-Benzylic Heterocycles: A Nickel and Photoredox Dual Catalysis Approach.

Cristofer Pezzetta1,2, Davide Bonifazi2, Robert W M Davidson1.   

Abstract

Reported herein is a dual nickel- and photoredox-catalyzed modular approach for the preparation of enantioenriched N-benzylic heterocycles. α-Heterocyclic carboxylic acids, easily obtainable from common commercial material, are reported as suitable substrates for a decarboxylative strategy in conjunction with a chiral pyridine-oxazoline (PyOx) ligand, providing quick access to enantioenriched drug-like products. The presence of a directing group on the heterocyclic moiety is shown to be beneficial, affording improved stereoselectivity in a number of cases.

Entities:  

Year:  2019        PMID: 31647246     DOI: 10.1021/acs.orglett.9b03338

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

1.  Nickel-Catalyzed Enantioselective Reductive Cross-Coupling Reactions.

Authors:  Kelsey E Poremba; Sara E Dibrell; Sarah E Reisman
Journal:  ACS Catal       Date:  2020-06-24       Impact factor: 13.084

Review 2.  Stereoinduction in Metallaphotoredox Catalysis.

Authors:  Alexander Lipp; Shorouk O Badir; Gary A Molander
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-01       Impact factor: 15.336

3.  Cs2CO3 catalyzed direct aza-Michael addition of azoles to α,β-unsaturated malonates.

Authors:  Zi-Yu Jiang; Zhe-Yao Huang; Hong Yang; Lin Zhou; Qing-Han Li; Zhi-Gang Zhao
Journal:  RSC Adv       Date:  2022-07-01       Impact factor: 4.036

4.  General Method for Enantioselective Three-Component Carboarylation of Alkenes Enabled by Visible-Light Dual Photoredox/Nickel Catalysis.

Authors:  Lei Guo; Mingbin Yuan; Yanyan Zhang; Fang Wang; Shengqing Zhu; Osvaldo Gutierrez; Lingling Chu
Journal:  J Am Chem Soc       Date:  2020-11-19       Impact factor: 15.419

5.  Hydroperoxidations of Alkenes using Cobalt Picolinate Catalysts.

Authors:  Zulema Peralta-Neel; K A Woerpel
Journal:  Org Lett       Date:  2021-06-14       Impact factor: 6.072

  5 in total

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