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Visible-Light Driven Enantioselective Radical Addition to Imines Ena-bled by Excitation of Chiral Phosphoric Acid–Imine Complex

14 February 2022, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A visible-light driven enantioselective radical addition to imines enabled by the direct excitation of a chiral phosphoric acid-imine complex was developed. By using benzothiazolines as the radical precursors, chiral amine products were obtained with high enantioselectivities (up to 98% ee). Mechanistic studies elucidated that the chiral phosphoric acid-imine complex has photoredox activities for oxidizing benzothiazolines.

Keywords

enantioselective reaction
photoreaction
chiral phosphoric acid
radical addition

Supplementary materials

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Supporting Information
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Additional experimental details and characterization data for new compounds
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Version History

Feb 14, 2022 Version 1

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The content is available under CC BY 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2022-606dn
D O I: 10.26434/chemrxiv-2022-606dn [opens in a new tab]

Funding

JSPS KAKENHI
JP20H00380
JSPS KAKENHI
JP20H04826
JSPS KAKENHI
JP20K15287

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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