Ring opening of photogenerated azetidinols as a strategy for the synthesis of aminodioxolanes

dc.contributor.authorMaag, Henning
dc.contributor.authorLemcke, Daniel J.
dc.contributor.authorWahl, Johannes M.
dc.date.accessioned2024-11-05T12:09:05Z
dc.date.available2024-11-05T12:09:05Z
dc.date.issued2024
dc.description.abstractα-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.doihttp://doi.org/10.25358/openscience-10880
dc.identifier.urihttps://openscience.ub.uni-mainz.de/handle/20.500.12030/10899
dc.language.isoengde
dc.rightsCC-BY-4.0*
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/*
dc.subject.ddc540 Chemiede_DE
dc.subject.ddc540 Chemistry and allied sciencesen_GB
dc.titleRing opening of photogenerated azetidinols as a strategy for the synthesis of aminodioxolanesen_GB
dc.typeZeitschriftenaufsatzde
jgu.journal.titleBeilstein journal of organic chemistryde
jgu.journal.volume20de
jgu.organisation.departmentFB 09 Chemie, Pharmazie u. Geowissensch.de
jgu.organisation.nameJohannes Gutenberg-Universität Mainz
jgu.organisation.number7950
jgu.organisation.placeMainz
jgu.organisation.rorhttps://ror.org/023b0x485
jgu.pages.end1676de
jgu.pages.start1671de
jgu.publisher.doi10.3762/bjoc.20.148de
jgu.publisher.issn1860-5397de
jgu.publisher.nameBeilstein-Institut zur Förderung der Chemischen Wissenschaftende
jgu.publisher.placeFrankfurt, Mainde
jgu.publisher.year2024
jgu.rights.accessrightsopenAccess
jgu.subject.ddccode540de
jgu.subject.dfgNaturwissenschaftende
jgu.type.dinitypeArticleen_GB
jgu.type.resourceTextde
jgu.type.versionPublished versionde

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