Photoredox-Catalyzed Ketyl–Olefin Coupling for the Synthesis of Substituted Chromanols

Handle URI:
http://hdl.handle.net/10754/621684
Title:
Photoredox-Catalyzed Ketyl–Olefin Coupling for the Synthesis of Substituted Chromanols
Authors:
Fava, Eleonora; Nakajima, Masaki; Nguyen, Anh L. P.; Rueping, Magnus ( 0000-0003-4580-5227 )
Abstract:
A visible light photoredox-catalyzed aldehyde olefin cyclization is reported. The method represents a formal hydroacylation of alkenes and alkynes and provides chromanol derivatives in good yields. The protocol takes advantage of the double role played by trialkylamines (NR3) which act as (i) electron donors for reducing the catalyst and (ii) proton donors to activate the substrate via a proton-coupled electron transfer. © 2016 American Chemical Society.
KAUST Department:
KAUST Catalysis Center (KCC)
Citation:
Fava E, Nakajima M, Nguyen ALP, Rueping M (2016) Photoredox-Catalyzed Ketyl–Olefin Coupling for the Synthesis of Substituted Chromanols. The Journal of Organic Chemistry 81: 6959–6964. Available: http://dx.doi.org/10.1021/acs.joc.6b01006.
Publisher:
American Chemical Society (ACS)
Journal:
The Journal of Organic Chemistry
Issue Date:
21-Jul-2016
DOI:
10.1021/acs.joc.6b01006
Type:
Article
ISSN:
0022-3263; 1520-6904
Sponsors:
European Research Council[617044]
Appears in Collections:
Articles; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorFava, Eleonoraen
dc.contributor.authorNakajima, Masakien
dc.contributor.authorNguyen, Anh L. P.en
dc.contributor.authorRueping, Magnusen
dc.date.accessioned2016-11-03T13:22:42Z-
dc.date.available2016-11-03T13:22:42Z-
dc.date.issued2016-07-21en
dc.identifier.citationFava E, Nakajima M, Nguyen ALP, Rueping M (2016) Photoredox-Catalyzed Ketyl–Olefin Coupling for the Synthesis of Substituted Chromanols. The Journal of Organic Chemistry 81: 6959–6964. Available: http://dx.doi.org/10.1021/acs.joc.6b01006.en
dc.identifier.issn0022-3263en
dc.identifier.issn1520-6904en
dc.identifier.doi10.1021/acs.joc.6b01006en
dc.identifier.urihttp://hdl.handle.net/10754/621684-
dc.description.abstractA visible light photoredox-catalyzed aldehyde olefin cyclization is reported. The method represents a formal hydroacylation of alkenes and alkynes and provides chromanol derivatives in good yields. The protocol takes advantage of the double role played by trialkylamines (NR3) which act as (i) electron donors for reducing the catalyst and (ii) proton donors to activate the substrate via a proton-coupled electron transfer. © 2016 American Chemical Society.en
dc.description.sponsorshipEuropean Research Council[617044]en
dc.publisherAmerican Chemical Society (ACS)en
dc.titlePhotoredox-Catalyzed Ketyl–Olefin Coupling for the Synthesis of Substituted Chromanolsen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalThe Journal of Organic Chemistryen
dc.contributor.institutionRWTH Aachen University, Institute of Organic Chemistry, Landoltweg 1, Aachen, Germanyen
kaust.authorFava, Eleonoraen
kaust.authorRueping, Magnusen
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