Wavelength dependent photoextrusion and tandem photoextrusion reactions of ninhydrin bis-acetals for the synthesis of 8-ring lactones, benzocyclobutenes and orthoanhydrides
Wavelength dependent photoextrusion and tandem photoextrusion reactions of ninhydrin bis-acetals for the synthesis of 8-ring lactones, benzocyclobutenes and orthoanhydrides
Ninhydrin bis-acetals give access to 8-ring lactones, benzocyclobutenes and spirocyclic orthoanhydrides through photoextrusion and tandem photoextrusion reactions. Syntheses of fimbricalyxlactone B, isoshihunine and numerous heterocycles demonstrate the value of the methods, while TA-spectroscopy and TD-DFT studies provide mechanistic insights on their wavelength dependence.
Harrowven, David C.
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Sun, Wei
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Kayal, Surajit
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Raimbach, William
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Sun, Xue-Zhong
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Light, Mark
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Hanson-Heine, Magnus W.D.
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George, Michael W
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Harrowven, David C.
bddcfab6-dbde-49df-aec2-42abbcf5d10b
Sun, Wei
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Kayal, Surajit
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Raimbach, William
ce780453-f428-4199-a534-16fd4fdfb3fd
Sun, Xue-Zhong
8070ac48-bcb1-4c1f-9e05-7fe8bf857d0e
Light, Mark
cf57314e-6856-491b-a8d2-2dffc452e161
Hanson-Heine, Magnus W.D.
5789b9de-1aa5-497e-af48-d5546e55785d
George, Michael W
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Harrowven, David C., Sun, Wei, Kayal, Surajit, Raimbach, William, Sun, Xue-Zhong, Light, Mark, Hanson-Heine, Magnus W.D. and George, Michael W
(2021)
Wavelength dependent photoextrusion and tandem photoextrusion reactions of ninhydrin bis-acetals for the synthesis of 8-ring lactones, benzocyclobutenes and orthoanhydrides.
ChemComm.
(doi:10.1039/D1CC06800H).
Abstract
Ninhydrin bis-acetals give access to 8-ring lactones, benzocyclobutenes and spirocyclic orthoanhydrides through photoextrusion and tandem photoextrusion reactions. Syntheses of fimbricalyxlactone B, isoshihunine and numerous heterocycles demonstrate the value of the methods, while TA-spectroscopy and TD-DFT studies provide mechanistic insights on their wavelength dependence.
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Accepted/In Press date: 23 December 2021
e-pub ahead of print date: 23 December 2021
Identifiers
Local EPrints ID: 454040
URI: http://eprints.soton.ac.uk/id/eprint/454040
ISSN: 1359-7345
PURE UUID: 6420ef8f-fe6c-416c-ae30-4263a0487120
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Date deposited: 27 Jan 2022 19:17
Last modified: 17 Mar 2024 02:48
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Contributors
Author:
Wei Sun
Author:
Surajit Kayal
Author:
William Raimbach
Author:
Xue-Zhong Sun
Author:
Magnus W.D. Hanson-Heine
Author:
Michael W George
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