Literature DB >> 16010317

Highly enantioselective iridium-catalysed allylic aminations with anionic N-nucleophiles.

Robert Weihofen1, Axel Dahnz, Olena Tverskoy, Günter Helmchen.   

Abstract

Iridium-catalysed allylic substitutions with anionic N-nucleophiles were achieved with regioselectivity of up to 49:1 and enantiomeric excess of up to 98%.

Entities:  

Year:  2005        PMID: 16010317     DOI: 10.1039/b505197e

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


  11 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.  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

3.  (R)-2,2'-BINAPHTHOYL-(S,S)-DI(1-PHENYLETHYL) AMINOPHOSPHINE. SCALABLE PROTOCOLS FOR THE SYNTHESES OF PHOSPHORAMIDITE (FERINGA) LIGANDS.

Authors:  Craig R Smith; Daniel J Mans; T V Rajanbabu; Scott E Denmark; Son T Nguyen
Journal:  Organic Synth       Date:  2008

Review 4.  Catalytic organometallic reactions of ammonia.

Authors:  Jessica L Klinkenberg; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-03       Impact factor: 15.336

5.  Iridium-catalyzed, regio- and enantioselective allylic substitution with aromatic and aliphatic sulfinates.

Authors:  Mitsuhiro Ueda; John F Hartwig
Journal:  Org Lett       Date:  2010-01-01       Impact factor: 6.005

6.  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

7.  Enantioselective, iridium-catalyzed monoallylation of ammonia.

Authors:  Mark J Pouy; Levi M Stanley; John F Hartwig
Journal:  J Am Chem Soc       Date:  2009-08-19       Impact factor: 15.419

8.  Iridium(I)-Catalyzed Regio- and Enantioselective Allylic Amidation.

Authors:  Om V Singh; Hyunsoo Han
Journal:  Tetrahedron Lett       Date:  2007-10-01       Impact factor: 2.415

9.  A superior P-H phosphonite: asymmetric allylic substitutions with fenchol-based palladium catalysts.

Authors:  Bernd Goldfuss; Thomas Löschmann; Tina Kop-Weiershausen; Jörg Neudörfl; Frank Rominger
Journal:  Beilstein J Org Chem       Date:  2006-03-30       Impact factor: 2.883

10.  Enantioselective construction of C-chiral allylic sulfilimines via the iridium-catalyzed allylic amination with S,S-diphenylsulfilimine: asymmetric synthesis of primary allylic amines.

Authors:  Rebecca L Grange; Elizabeth A Clizbe; Emma J Counsell; P Andrew Evans
Journal:  Chem Sci       Date:  2014-09-08       Impact factor: 9.825

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