Issue 40, 2021

Computational study on N-triflylphosphoramide-catalyzed enantioselective hydroamination of alkenyl thiourea

Abstract

The mechanism of the enantioselective intramolecular hydroamination of alkenyl thiourea catalyzed by chiral binaphthol N-triflylphosphoramide (NPTA) was investigated using density functional theory calculations. This study reveals the details of the hydrogen bonding mode between NPTA and the substrate and indicates the importance of the dual hydrogen binding properties of the thiourea moiety for the reactivity and stereoselectivity of the hydroamination.

Graphical abstract: Computational study on N-triflylphosphoramide-catalyzed enantioselective hydroamination of alkenyl thiourea

Supplementary files

Article information

Article type
Paper
Submitted
25 août 2021
Accepted
21 sept. 2021
First published
21 sept. 2021

Org. Biomol. Chem., 2021,19, 8806-8811

Computational study on N-triflylphosphoramide-catalyzed enantioselective hydroamination of alkenyl thiourea

R. Takagi and D. T. Duong, Org. Biomol. Chem., 2021, 19, 8806 DOI: 10.1039/D1OB01672E

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