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CC BY-NC-ND 4.0 · Synthesis 2023; 55(11): 1770-1782
DOI: 10.1055/a-1993-6899
paper
Special Issue dedicated to Prof. Cristina Nevado, recipient of the 2021 Dr. Margaret Faul Women in Chemistry Award

Control over Stereogenic N–N Axes by Pd-Catalyzed 5-endo-Hydroaminocyclizations

Valeriia Hutskalova
,
Christof Sparr  ∗
We gratefully acknowledge the Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung (175746) and the National Centre of Competence in Research, Molecular Systems Engineering (NCCR MSE) (182895) for financial support. This project has received funding from the European Research Council (ERC) under the European Union’s Horizon 2020 (H2020) research and innovation programme (grant agreement No. 101002471).
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Dedicated to Prof. Cristina Nevado, recipient of the 2021 Dr. Margaret Faul Women in Chemistry Award

Abstract

A novel approach for the stereoselective construction of N–N atropisomeric compounds by a Pd-catalyzed 5-endo-hydroaminocyclization is described herein. A broad range of bisheterocycles , connected by a configurationally stable N–N stereogenic axis, were prepared with catalyst control in enantioenriched form.

Key words

palladium - cyclization - heterocycles - asymmetric catalysis - alkynes - atropisomers

Supporting Information



Publication History

Received: 23 September 2022

Accepted after revision: 06 December 2022

Accepted Manuscript online:
06 December 2022

Article published online:
16 January 2023

© 2022. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)

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