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Synthesis of 2-alkyl-2-boryl-substituted-tetrahydrofurans via copper(i)-catalysed borylative cyclization of aliphatic ketones

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Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/78636

Title: Synthesis of 2-alkyl-2-boryl-substituted-tetrahydrofurans via copper(i)-catalysed borylative cyclization of aliphatic ketones
Authors: Kubota, Koji Browse this author
Uesugi, Minami Browse this author
Osaki, Shun Browse this author
Ito, Hajime Browse this author →KAKEN DB
Issue Date: 21-Jun-2019
Publisher: Royal Society of Chemistry
Journal Title: Organic & biomolecular chemistry
Volume: 17
Issue: 23
Start Page: 5680
End Page: 5683
Publisher DOI: 10.1039/c9ob00962k
Abstract: A new method was developed for synthesizing 2-alkyl-2-boryl-tetrahydrofuran derivatives from aliphatic ketones using a copper(i)/N-heterocyclic carbene complex catalyst. This reaction presumably proceeds through the nucleophilic addition of a borylcopper(i) intermediate to ketone, followed by intramolecular substitution of the resulting alkoxide for the halide leaving group. The new borylation products, 2-alkyl-2-boryl-tetrahydrofuran derivatives with a condensed structure around the C-B bond, cannot be synthesized by other methods.
Type: article (author version)
URI: http://hdl.handle.net/2115/78636
Appears in Collections:工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 久保田 浩司

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