Literature DB >> 25050740

Regio- and chemoselective intermolecular hydroamination of allyl imines for the synthesis of 1,2-diamines.

Andrew R Ickes1, Seth C Ensign, Anil K Gupta, Kami L Hull.   

Abstract

The synthesis of 1,2-diamines via a Rh-catalyzed intermolecular hydroamination of N-allyl imines with cyclic amines is presented. Coordinating groups proximal to the olefin bind to the catalyst and promote the transformation. The reaction affords 1,2-diamines in very good yields and is functional-group-tolerant and highly diastereoselective.

Entities:  

Year:  2014        PMID： 25050740     DOI： 10.1021/ja505794u

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


  9 in total

1.  Synthetic and Computational Studies on the Rhodium-Catalyzed Hydroamination of Aminoalkenes.

Authors:  Alexandra E Strom; David Balcells; John F Hartwig
Journal:  ACS Catal       Date:  2016-07-13       Impact factor: 13.084

2.  Hydroamination versus Allylic Amination in Iridium-Catalyzed Reactions of Allylic Acetates with Amines: 1,3-Aminoalcohols via Ester-Directed Regioselectivity.

Authors:  Seung Wook Kim; Thomas Wurm; Gilmar A Brito; Woo-Ok Jung; Jason R Zbieg; Craig E Stivala; Michael J Krische
Journal:  J Am Chem Soc       Date:  2018-07-10       Impact factor: 15.419

3.  Rhodium-Catalyzed Asymmetric Hydroamination of Allyl Amines.

Authors:  Evan P Vanable; Jennifer L Kennemur; Leo A Joyce; Rebecca T Ruck; Danielle M Schultz; Kami L Hull
Journal:  J Am Chem Soc       Date:  2019-01-07       Impact factor: 15.419

4.  Intermolecular Anti-Markovnikov Hydroamination of Unactivated Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer.

Authors:  Qilei Zhu; David E Graff; Robert R Knowles
Journal:  J Am Chem Soc       Date:  2018-01-04       Impact factor: 15.419

5.  Catalytic intermolecular hydroaminations of unactivated olefins with secondary alkyl amines.

Authors:  Andrew J Musacchio; Brendan C Lainhart; Xin Zhang; Saeed G Naguib; Trevor C Sherwood; Robert R Knowles
Journal:  Science       Date:  2017-02-17       Impact factor: 47.728

6.  Enantioselective Intermolecular Addition of Aliphatic Amines to Acyclic Dienes with a Pd-PHOX Catalyst.

Authors:  Nathan J Adamson; Ethan Hull; Steven J Malcolmson
Journal:  J Am Chem Soc       Date:  2017-05-19       Impact factor: 15.419

Review 7.  Catalytic Asymmetric Hydroalkoxylation of C-C Multiple Bonds.

Authors:  Jennifer L Kennemur; Rajat Maji; Manuel J Scharf; Benjamin List
Journal:  Chem Rev       Date:  2021-12-03       Impact factor: 60.622

8.  Copper-catalyzed diamination of unactivated alkenes with hydroxylamines.

Authors:  Kun Shen; Qiu Wang
Journal:  Chem Sci       Date:  2015-05-18       Impact factor: 9.825

9.  Hydroamination of Aromatic Alkynes to Imines Catalyzed by Pd(II)-Anthraphos Complexes.

Authors:  Christina Erken; Carsten Hindemith; Thomas Weyhermüller; Markus Hölscher; Christophe Werlé; Walter Leitner
Journal:  ACS Omega       Date:  2020-04-01
  9 in total

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