Literature DB >> 19722617

Aromatic heterocycles as activating groups for asymmetric conjugate addition reactions. Enantioselective copper-catalyzed reduction of 2-alkenylheteroarenes.

Leszek Rupnicki1, Aakarsh Saxena, Hon Wai Lam.   

Abstract

The versatility of chiral copper hydride catalysis has been demonstrated through development of highly enantioselective 1,4-reductions of 2-alkenylheteroarenes, substrates that have been rarely considered for asymmetric conjugate addition reactions. Both azoles and azines serve as efficient activating groups for this process.

Entities:  

Year:  2009        PMID： 19722617     DOI： 10.1021/ja904365h

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


  10 in total

1.  CuH-Catalyzed Olefin Functionalization: From Hydroamination to Carbonyl Addition.

Authors:  Richard Y Liu; Stephen L Buchwald
Journal:  Acc Chem Res       Date:  2020-05-13       Impact factor: 22.384

2.  β-Selective Reductive Coupling of Alkenylpyridines with Aldehydes and Imines via Synergistic Lewis Acid/Photoredox Catalysis.

Authors:  Katarzyna N Lee; Zhen Lei; Ming-Yu Ngai
Journal:  J Am Chem Soc       Date:  2017-03-30       Impact factor: 15.419

3.  Catalytic Reductive Aldol and Mannich Reactions of Enone, Acrylate, and Vinyl Heteroaromatic Pronucleophiles.

Authors:  Cole C Meyer; Eliezer Ortiz; Michael J Krische
Journal:  Chem Rev       Date:  2020-03-19       Impact factor: 60.622

4.  Enantio- and regioselective CuH-catalyzed hydroamination of alkenes.

Authors:  Shaolin Zhu; Nootaree Niljianskul; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2013-10-15       Impact factor: 15.419

Review 5.  Copper Hydride Catalyzed Hydroamination of Alkenes and Alkynes.

Authors:  Michael T Pirnot; Yi-Ming Wang; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-10       Impact factor: 15.336

6.  Highly diastereo- and enantioselective CuH-catalyzed synthesis of 2,3-disubstituted indolines.

Authors:  Erhad Ascic; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2015-04-06       Impact factor: 15.419

7.  Copper-catalysed selective hydroamination reactions of alkynes.

Authors:  Shi-Liang Shi; Stephen L Buchwald
Journal:  Nat Chem       Date:  2014-12-15       Impact factor: 24.427

8.  Highly enantioselective catalytic synthesis of chiral pyridines.

Authors:  Ravindra P Jumde; Francesco Lanza; Tilde Pellegrini; Syuzanna R Harutyunyan
Journal:  Nat Commun       Date:  2017-12-12       Impact factor: 14.919

9.  Bifunctional iminophosphorane catalysed enantioselective sulfa-Michael addition of alkyl thiols to alkenyl benzimidazoles.

Authors:  Michele Formica; Geoffroy Sorin; Alistair J M Farley; Jesús Díaz; Robert S Paton; Darren J Dixon
Journal:  Chem Sci       Date:  2018-07-23       Impact factor: 9.825

10.  Reductive Hydroxymethylation of 4-Heteroarylpyridines.

Authors:  Hamish B Hepburn; Timothy J Donohoe
Journal:  Chemistry       Date:  2020-01-30       Impact factor: 5.236
  10 in total

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