Literature DB >> 31090994

Rhodium-Catalyzed Asymmetric Intramolecular Hydroamination of Allenes.

Dino Berthold1, Arne G A Geissler1, Sabrina Giofré1, Bernhard Breit1.   

Abstract

The rhodium-catalyzed asymmetric intramolecular hydroamination of sulfonyl amides with terminal allenes is reported. It provides selective access to 5- and 6-membered N-heterocycles, scaffolds found in a large range of different bioactive compounds. Moreover, gram scale reactions, as well as the application of suitable product transformations to natural products and key intermediates thereof are demonstrated.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  allenes; allylic products; asymmetric catalysis; heterocycles; rhodium

Year:  2019        PMID: 31090994     DOI: 10.1002/anie.201904833

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  5 in total

1.  P4O10/TfOH mediated domino condensation-cyclization of amines with diacids: a route to indolizidine alkaloids under catalyst- and solvent-free conditions.

Authors:  Ketan S Mandrekar; Santosh G Tilve
Journal:  RSC Adv       Date:  2022-06-15       Impact factor: 4.036

2.  Reducing Challenges in Organic Synthesis with Stereoselective Hydrogenation and Tandem Catalysis.

Authors:  Patrick D Parker; Xintong Hou; Vy M Dong
Journal:  J Am Chem Soc       Date:  2021-04-23       Impact factor: 16.383

3.  Rhodium-catalyzed asymmetric intramolecular hydroarylation of allenes: access to functionalized benzocycles.

Authors:  Dino Berthold; Johannes Klett; Bernhard Breit
Journal:  Chem Sci       Date:  2019-09-10       Impact factor: 9.825

4.  Nickel/Brønsted Acid-Catalyzed Chemo- and Enantioselective Intermolecular Hydroamination of Conjugated Dienes.

Authors:  Jiao Long; Peng Wang; Wang Wang; Yuqiang Li; Guoyin Yin
Journal:  iScience       Date:  2019-11-11

5.  Leveraging the 1,3-azadiene-anhydride reaction for the synthesis of functionalized piperidines bearing up to five contiguous stereocenters.

Authors:  Jorge Garcia; Jane Eichwald; Jayme Zesiger; Timothy K Beng
Journal:  RSC Adv       Date:  2021-12-20       Impact factor: 3.361

  5 in total

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