Issue 64, 2020
From the journal:

Chemical Communications

Conversion of racemic alcohols to optically pure amine precursors enabled by catalyst dynamic kinetic resolution: experiment and computation†

Luis Miguel Azofra, ORCID logo *a   Mai Anh Tran,b   Viktoriia Zubar,b   Luigi Cavallo, ORCID logo c   Magnus Rueping ORCID logo bc  and  Osama El-Sepelgy ORCID logo *b  

* Corresponding authors

a Instituto de Estudios Ambientales y Recursos Naturales (i-UNAT), Universidad de Las Palmas de Gran Canaria (ULPGC), Campus de Tafira, Las Palmas de Gran Canaria, Spain
E-mail: luismiguel.azofra@ulpgc.es

b Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany
E-mail: Osama.Elsepelgy@rwth-aachen.de

c KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia

Abstract

An unprecedented base metal catalysed asymmetric synthesis of α-chiral amine precursors from racemic alcohols is reported. This redox-neutral reaction utilises a bench-stable manganese complex and Ellman's sulfinamide as a versatile ammonia surrogate. DFT calculations explain the unusual finding of the highly stereoselective transformation enabled by a catalyst that undergoes an unusual dynamic kinetic resolution.

Graphical abstract: Conversion of racemic alcohols to optically pure amine precursors enabled by catalyst dynamic kinetic resolution: experiment and computation

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Article information

DOI
https://doi.org/10.1039/D0CC02881A
Article type
Communication
Submitted
21 Apr 2020
Accepted
29 Jun 2020
First published
29 Jun 2020

Chem. Commun., 2020,56, 9094-9097

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Conversion of racemic alcohols to optically pure amine precursors enabled by catalyst dynamic kinetic resolution: experiment and computation

L. M. Azofra, M. A. Tran, V. Zubar, L. Cavallo, M. Rueping and O. El-Sepelgy, Chem. Commun., 2020, 56, 9094 DOI: 10.1039/D0CC02881A

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