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Issue 20, 2018
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A chiral nickel DBFOX complex as a bifunctional catalyst for visible-light-promoted asymmetric photoredox reactions

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Abstract

The enantioselective photoredox reaction of α,β-unsaturated carbonyl compounds and tertiary/secondary α-silylamines was enabled by a readily available single NiII–DBFOX catalyst (DBFOX = 4,6-bis((R)-4-phenyl-4,5-dihydrooxazol-2-yl)dibenzo[b,d]furan) under visible light conditions. The non-precious chiral catalyst is involved in the photochemical process to initiate single electron transfer and at the same time provides a well-organized chiral environment for the subsequent radical transformations. Good to excellent enantioselectivities (80–99% ee) were obtained for the formation of chiral γ-amino carboxylic acid derivatives and γ-lactams.

Graphical abstract: A chiral nickel DBFOX complex as a bifunctional catalyst for visible-light-promoted asymmetric photoredox reactions

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Supplementary files

Article information


Submitted
15 Mar 2018
Accepted
26 Apr 2018
First published
27 Apr 2018

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2018,9, 4562-4568
Article type
Edge Article

A chiral nickel DBFOX complex as a bifunctional catalyst for visible-light-promoted asymmetric photoredox reactions

X. Shen, Y. Li, Z. Wen, S. Cao, X. Hou and L. Gong, Chem. Sci., 2018, 9, 4562
DOI: 10.1039/C8SC01219A

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