Literature DB >> 20822134

Copper-catalyzed regio- and enantioselective synthesis of chiral enol acetates and β-substituted aldehydes.

Martín Fañanás-Mastral1, Ben L Feringa.   

Abstract

The in situ transformation of α,β-unsaturated aldehydes into α-chloroallylic acetates and subsequent copper-catalyzed regio- and enantioselective (up to 94% ee) allylic alkylation with Grignard reagents provides chiral enol acetates and chiral β-substituted aldehydes in a one-pot protocol.

Entities:  

Year:  2010        PMID： 20822134     DOI： 10.1021/ja105585y

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


  4 in total

Review 1.  Enantioselective and Enantiospecific Transition-Metal-Catalyzed Cross-Coupling Reactions of Organometallic Reagents To Construct C-C Bonds.

Authors:  Alan H Cherney; Nathaniel T Kadunce; Sarah E Reisman
Journal:  Chem Rev       Date:  2015-08-13       Impact factor: 60.622

2.  Visible-light excitation of iminium ions enables the enantioselective catalytic β-alkylation of enals.

Authors:  Mattia Silvi; Charlie Verrier; Yannick P Rey; Luca Buzzetti; Paolo Melchiorre
Journal:  Nat Chem       Date:  2017-03-20       Impact factor: 24.427

3.  Enantio- and Diastereoselective Copper-Catalyzed Allylboration of Alkynes with Allylic gem-Dichlorides.

Authors:  Andrea Chaves-Pouso; Andrés M Álvarez-Constantino; Martín Fañanás-Mastral
Journal:  Angew Chem Int Ed Engl       Date:  2022-03-21       Impact factor: 16.823

Review 4.  Copper-catalyzed enantioselective conjugate addition of organometallic reagents to challenging Michael acceptors.

Authors:  Delphine Pichon; Jennifer Morvan; Christophe Crévisy; Marc Mauduit
Journal:  Beilstein J Org Chem       Date:  2020-02-17       Impact factor: 2.883
  4 in total

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