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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This content is an early or alternative research output and has not been peer-reviewed by Cambridge University Press at the time of posting.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

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Additional experimental details and characterization data for new compounds
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Now Published

Visible-Light-Driven Enantioselective Radical Addition to Imines Enabled by the Excitation of a Chiral Phosphoric Acid–Imine Complex [opens in a new tab]
Tatsuhiro Uchikura, Nanami Kamiyama, Toshiki Mouri, Takahiko Akiyama journal article
ACS Catalysis , Volume 12, Issue 9
Online publication date: Apr 15, 2022

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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