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

Kubota, Koji; Uesugi, Minami; Osaki, Shun et al.

Organic & biomolecular chemistry, 2019, 17(23), 5680-5683

Permalink : https://hdl.handle.net/2115/78636

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manuscript(Org. Biomol. Chem.)	pdf	334 KB	527

アクセス権	open access
URI	https://hdl.handle.net/2115/78636
タイトル	Synthesis of 2-alkyl-2-boryl-substituted-tetrahydrofurans via copper(i)-catalysed borylative cyclization of aliphatic ketones
著者	Kubota, Koji ; Uesugi, Minami ; Osaki, Shun ; Ito, Hajime
著者名 Kubota, Koji
著者名 Uesugi, Minami
著者名 Osaki, Shun
e-Rad_Researcher 90282300 著者名 Ito, Hajime
言語	英語
発行日	2019-06-21
出版者	Royal Society of Chemistry
収録物名	Organic & biomolecular chemistry
巻(号)	17(23)
ページ	5680-5683
抄録	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.
資源タイプ	学術雑誌論文
出版タイプ	Accepted Manuscript
PISSN	1477-0520
NCID	AA1168650X
関連情報 (isVersionOf)	出版社版DOI https://doi.org/10.1039/c9ob00962k