Work

Asymmetric Catalysis of the Carbonyl-Amine Condensation: Kinetic Resolution of Primary Amines

Year: 2017

Type: article

Abstract: A Brønsted acid catalyzed kinetic resolution of primary amines is described that is based on the condensation between an amine and a carbonyl compound. 1,3-Diketones react with racemic α-branched amines to furnish the corresponding enantioenriched enaminone and recovered starting material. Good to excellent enantioselectivity was observed with both aromatic and aliphatic primary amines. This process represents the first small-molecule catalyzed kinetic resolution of aliphatic amines.

Source: Journal of the American Chemical Society

DOI: 10.1021/jacs.6b12176

Authors: Sayantani Das, Nilanjana Majumdar, Chandra Kanta De, Dipti Sankar Kundu, Arno Döhring, Anika Garczynski, Benjamin List

Institution: Max-Planck-Institut für Kohlenforschung

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Max-Planck-Gesellschaft, H2020 European Research Council

OpenAlex ID: W2572850045

FWCI: 2.607

Cites: 56

Cited by: 53

Related to: 10