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Issue 24, 2020
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A hydrogen borrowing annulation strategy for the stereocontrolled synthesis of saturated aza-heterocycles

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Abstract

An iridium catalyzed method for the synthesis of saturated aza-heterocycles from amines and diols is reported. A wide range of substituted heterocycles can be obtained using this approach including products bearing substituents at the C2, C3 and C4 positions. Employing water as the solvent, enantiopure diols could undergo annulation with minimal racemization, enabling the synthesis of valuable enantioenriched C3 and C4-substituted saturated aza-heterocycles.

Graphical abstract: A hydrogen borrowing annulation strategy for the stereocontrolled synthesis of saturated aza-heterocycles

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Article information


Submitted
04 Feb 2020
Accepted
17 Feb 2020
First published
27 Feb 2020

Chem. Commun., 2020,56, 3563-3566
Article type
Communication

A hydrogen borrowing annulation strategy for the stereocontrolled synthesis of saturated aza-heterocycles

A. E. R. Chamberlain, K. J. Paterson, R. J. Armstrong, H. C. Twin and T. J. Donohoe, Chem. Commun., 2020, 56, 3563
DOI: 10.1039/D0CC00903B

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