Literature DB >> 28026091

Rhodium-Catalyzed Asymmetric Synthesis of β-Branched Amides.

Zhao Wu1, Joshua D Laffoon1, Trang T Nguyen1, Jacob D McAlpin1, Kami L Hull1.   

Abstract

A general asymmetric route for the one-step synthesis of chiral β-branched amides is reported through the highly enantioselective isomerization of allylamines, followed by enamine exchange, and subsequent oxidation. The enamine exchange allows for a rapid and modular synthesis of various amides, including challenging β-diaryl and β-cyclic.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  amidation; asymmetric isomerization; β-branched amides

Year:  2016        PMID： 28026091     DOI： 10.1002/anie.201610500

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


  5 in total

1.  CuH-Catalyzed Asymmetric Reductive Amidation of α,β-Unsaturated Carboxylic Acids.

Authors:  Achim Link; Yujing Zhou; Stephen L Buchwald
Journal:  Org Lett       Date:  2020-07-06       Impact factor: 6.005

2.  Asymmetric synthesis of γ-branched amines via rhodium-catalyzed reductive amination.

Authors:  Zhao Wu; Summer D Laffoon; Kami L Hull
Journal:  Nat Commun       Date:  2018-03-22       Impact factor: 14.919

3.  Brønsted Acid-Catalyzed Epimerization-Free Preparation of Dual-Protected Amino Acid Derivatives.

Authors:  Pedro P de Castro; Isabela M R Rimulo; Angelina M de Almeida; Renata Diniz; Giovanni W Amarante
Journal:  ACS Omega       Date:  2017-06-27

4.  Asymmetric Cyclopropanation and Epoxidation via a Catalytically Formed Chiral Auxiliary.

Authors:  Mikus Puriņš; Jerome Waser
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-01       Impact factor: 16.823

5.  Intermolecular Hydroaminoalkylation of Propadiene.

Authors:  Tobias Kaper; Malte Fischer; Michael Warsitz; René Zimmering; Ruediger Beckhaus; Sven Doye
Journal:  Chemistry       Date:  2020-10-01       Impact factor: 5.236
  5 in total

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