Ring opening of photogenerated azetidinols as a strategy for the synthesis of aminodioxolanes
dc.contributor.author | Maag, Henning | |
dc.contributor.author | Lemcke, Daniel J. | |
dc.contributor.author | Wahl, Johannes M. | |
dc.date.accessioned | 2024-11-05T12:09:05Z | |
dc.date.available | 2024-11-05T12:09:05Z | |
dc.date.issued | 2024 | |
dc.description.abstract | α-Aminoacetophenones are identified as promising building blocks for the synthesis of highly substituted dioxolanes. The presented strategy is founded on the build and release of molecular strain and achieves a formal transposition of a methyl group. During light irradiation, 3-phenylazetidinols are forged as reaction intermediates, which readily undergo ring opening upon the addition of electron-deficient ketones or boronic acids. Key to the successful development of this two-step process is the identification of a benzhydryl-protecting group, which orchestrates the photochemical Norrish–Yang cyclization and facilitates the subsequent ring opening. | en_GB |
dc.identifier.doi | http://doi.org/10.25358/openscience-10880 | |
dc.identifier.uri | https://openscience.ub.uni-mainz.de/handle/20.500.12030/10899 | |
dc.language.iso | eng | de |
dc.rights | CC-BY-4.0 | * |
dc.rights.uri | https://creativecommons.org/licenses/by/4.0/ | * |
dc.subject.ddc | 540 Chemie | de_DE |
dc.subject.ddc | 540 Chemistry and allied sciences | en_GB |
dc.title | Ring opening of photogenerated azetidinols as a strategy for the synthesis of aminodioxolanes | en_GB |
dc.type | Zeitschriftenaufsatz | de |
jgu.journal.title | Beilstein journal of organic chemistry | de |
jgu.journal.volume | 20 | de |
jgu.organisation.department | FB 09 Chemie, Pharmazie u. Geowissensch. | de |
jgu.organisation.name | Johannes Gutenberg-Universität Mainz | |
jgu.organisation.number | 7950 | |
jgu.organisation.place | Mainz | |
jgu.organisation.ror | https://ror.org/023b0x485 | |
jgu.pages.end | 1676 | de |
jgu.pages.start | 1671 | de |
jgu.publisher.doi | 10.3762/bjoc.20.148 | de |
jgu.publisher.issn | 1860-5397 | de |
jgu.publisher.name | Beilstein-Institut zur Förderung der Chemischen Wissenschaften | de |
jgu.publisher.place | Frankfurt, Main | de |
jgu.publisher.year | 2024 | |
jgu.rights.accessrights | openAccess | |
jgu.subject.ddccode | 540 | de |
jgu.subject.dfg | Naturwissenschaften | de |
jgu.type.dinitype | Article | en_GB |
jgu.type.resource | Text | de |
jgu.type.version | Published version | de |
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