2026-04-17T11:39:27Zhttps://recercat.cat/oai/requestoai:recercat.cat:2072/5223052024-12-20T15:41:30Zcom_2072_300912com_2072_4427col_2072_301309
RECERCAT
author
Balletti, Matteo
author
Marcantonio, Enrico
author
Melchiorre, Paolo
2022-05-24T15:17:02Z2024-04-23T10:54:37Z
2023-04-21T02:45:06Z2024-04-23T10:54:37Z
2022-04-21
http://hdl.handle.net/2072/522305
https://doi.org/10.1039/D2CC01638A
Reported herein is a rare example of asymmetric catalytic
functionalisation of enals at the remote γ-position, proceeding via
a radical path. The process requires visible light and exploits the
synergistic actions of two distinct organocatalysts. A nucleophilic
organic catalyst generates radicals upon SN2-based activation of
commercially available alkyl halides and blue light irradiation.
Concomitantly, a chiral secondary amine catalyst triggers the
formation of a dienamine from α-branched enals. This chiral
dienamine intercepts the photogenerated radicals with excellent γ-
selectivity and good sterecontrol.
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Photochemical organocatalytic enantioselective radical γ-functionalization of α-branched enals
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https://recercat.cat/bitstream/2072/522305/1/22_Photochemical%20organocatalytic%20enantioselective%20radical%20%ce%b3-functionalization%20of%20%ce%b1-branched%20enals.pdf
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22_Photochemical organocatalytic enantioselective radical γ-functionalization of α-branched enals.pdf
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22_Photochemical organocatalytic enantioselective radical γ-functionalization of α-branched enals.pdf.txt