Literature DB >> 31758618

Enantioselective Palladium(II)-Catalyzed Oxidative Aminofluorination of Unactivated Alkenes with Et4 NF⋅3 HF as a Fluoride Source.

Chuanqi Hou1, Pinhong Chen1, Guosheng Liu1,2.   

Abstract

The first asymmetric PdII -catalyzed aminofluorination of unactivated alkenes using chiral quinoline-oxazolines (Quox) as ligands has been developed. This reaction provides easy access to a wide array of enantiomerically enriched β-fluoropiperidines in good yields and with excellent enantioselectivity. Notably, Et4 NF⋅3 HF as a readily accessible nucleophilic fluoride source was found to play an essential role in the enantioselective control, and CsOCF3 also acts a key additive to improve the excellent ee value of products.
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric catalysis; fluorination; oxidative amination; palladium; piperidines

Year:  2019        PMID: 31758618     DOI: 10.1002/anie.201913100

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


  2 in total

1.  Homologation of the Fischer Indolization: A Quinoline Synthesis via Homo-Diaza-Cope Rearrangement.

Authors:  Gabriela Guillermina Gerosa; Sebastian Armin Schwengers; Rajat Maji; Chandra Kanta De; Benjamin List
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-07       Impact factor: 15.336

2.  Regio- and Enantioselective Intermolecular Aminofluorination of Alkenes via Iodine(I)/Iodine(III) Catalysis.

Authors:  Michael Schäfer; Timo Stünkel; Constantin G Daniliuc; Ryan Gilmour
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-28       Impact factor: 16.823

  2 in total

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