Issue 3, 2022

Construction of axially chiral styrene-type allylamines via chiral phosphoric acid-catalyzed asymmetric reductive amination

Abstract

The first enantioselective synthesis of axially chiral styrene-type allylamines was achieved through chiral phosphoric acid mediated atroposelective reductive amination of 1-enal substituted 2-naphthols. This protocol features a broad substrate scope, good enantioselectivities (up to 90% ee) and mild reaction conditions, thus providing a new entry to the challenging atropisomeric acyclic styrene scaffolds.

Graphical abstract: Construction of axially chiral styrene-type allylamines via chiral phosphoric acid-catalyzed asymmetric reductive amination

Supplementary files

Article information

Article type
Research Article
Submitted
06 Nov 2021
Accepted
18 Dec 2021
First published
20 Dec 2021

Org. Chem. Front., 2022,9, 764-770

Construction of axially chiral styrene-type allylamines via chiral phosphoric acid-catalyzed asymmetric reductive amination

Y. Shao, J. Feng, D. Han, K. Pan, L. Zhang, Y. Wang, Z. Ma, P. Wang, M. Yin and D. Cheng, Org. Chem. Front., 2022, 9, 764 DOI: 10.1039/D1QO01672E

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