Literature DB >> 15045118

First intramolecular enantioselective iridium-catalysed allylic aminations.

Carolin Welter1, Oliver Koch, Gunter Lipowsky, Günter Helmchen.   

Abstract

Enantioselective iridium-catalysed intramolecular allylic aminations, using phosphinooxazolines or phosphorus amidites as ligands, provided ee values of >90%, at a catalyst loading of <0.5 mol-%, and displayed a marked preference for intra- over corresponding intermolecular reactions.

Entities:  

Year:  2004        PMID: 15045118     DOI: 10.1039/b400023d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  13 in total

1.  Regio- and Enantioselective Iridium-Catalyzed N-Allylation of Indoles and Related Azoles with Racemic Branched Alkyl-Substituted Allylic Acetates.

Authors:  Seung Wook Kim; Tabitha T Schempp; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2019-05-06       Impact factor: 15.336

2.  Mechanistically driven development of iridium catalysts for asymmetric allylic substitution.

Authors:  John F Hartwig; Levi M Stanley
Journal:  Acc Chem Res       Date:  2010-09-28       Impact factor: 22.384

3.  Regio- and Enantioselective Iridium-Catalyzed Amination of Racemic Branched Alkyl-Substituted Allylic Acetates with Primary and Secondary Aromatic and Heteroaromatic Amines.

Authors:  Seung Wook Kim; Leyah A Schwartz; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  J Am Chem Soc       Date:  2018-12-20       Impact factor: 15.419

4.  Enantioselective γ-Alkylation of α,β-Unsaturated Malonates and Ketoesters by a Sequential Ir-Catalyzed Asymmetric Allylic Alkylation/Cope Rearrangement.

Authors:  Wen-Bo Liu; Noriko Okamoto; Eric J Alexy; Allen Y Hong; Kristy Tran; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2016-04-18       Impact factor: 15.419

5.  Construction of vicinal tertiary and all-carbon quaternary stereocenters via Ir-catalyzed regio-, diastereo-, and enantioselective allylic alkylation and applications in sequential Pd catalysis.

Authors:  Wen-Bo Liu; Corey M Reeves; Scott C Virgil; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2013-07-12       Impact factor: 15.419

6.  Amphiphilic π-Allyliridium C,O-Benzoates Enable Regio- and Enantioselective Amination of Branched Allylic Acetates Bearing Linear Alkyl Groups.

Authors:  Arismel Tena Meza; Thomas Wurm; Lewis Smith; Seung Wook Kim; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  J Am Chem Soc       Date:  2018-01-19       Impact factor: 15.419

7.  In situ enzymatic screening (ISES) of P,N-ligands for Ni(0)-mediated asymmetric intramolecular allylic amination.

Authors:  David B Berkowitz; Weijun Shen; Gourhari Maiti
Journal:  Tetrahedron Asymmetry       Date:  2004-09-13

8.  Following an ISES lead: the first examples of asymmetric Ni(0)-mediated allylic amination.

Authors:  David B Berkowitz; Gourhari Maiti
Journal:  Org Lett       Date:  2004-08-05       Impact factor: 6.005

9.  Regio- and enantioselective N-allylations of imidazole, benzimidazole, and purine heterocycles catalyzed by single-component metallacyclic iridium complexes.

Authors:  Levi M Stanley; John F Hartwig
Journal:  J Am Chem Soc       Date:  2009-07-01       Impact factor: 15.419

10.  Enantio-, diastereo-, and regioselective iridium-catalyzed asymmetric allylic alkylation of acyclic β-ketoesters.

Authors:  Wen-Bo Liu; Corey M Reeves; Brian M Stoltz
Journal:  J Am Chem Soc       Date:  2013-11-06       Impact factor: 15.419

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