CuH-Catalyzed Regio- and Stereoselective Hydroalkoxylation of Styrenes with Acetal-Based Peroxides

Nakamura, Shogo; Fujiwara, Kyosuke; Kojima, Yuki; Yasui, Kosuke; Hirano, Koji

doi:https://doi.org/10.1021/acscatal.5c02202

CuH-Catalyzed Regio- and Stereoselective Hydroalkoxylation of Styrenes with Acetal-Based Peroxides

Nakamura, Shogo; Fujiwara, Kyosuke; Kojima, Yuki et al.

ACS Catalysis, 2025, 15(10), 8353-8360

アクセス数:68件（2025-07-27 09:04 集計）

固定URL: https://hdl.handle.net/11094/101973

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タイトル	CuH-Catalyzed Regio- and Stereoselective Hydroalkoxylation of Styrenes with Acetal-Based Peroxides
著者	著者名 Nakamura, Shogo
	著者名 Fujiwara, Kyosuke
	ORCID 0009-0000-4796-1536 0009-0000-4796-1536 researchmap permalink yuki_kojima yuki_kojima Scopus Author ID 57218704471 57218704471 著者名 Kojima, Yuki
	NRID 1000010877640 1000010877640 ORCID 0000-0002-3906-8307 0000-0002-3906-8307 researchmap permalink k_yasui k_yasui 著者名 Yasui, Kosuke
	NRID 1000070532696 1000070532696 ORCID 0000-0001-9752-1985 0000-0001-9752-1985 researchmap permalink koj koj Scopus Author ID 7402407063 7402407063 著者名 Hirano, Koji
キーワード等	asymmetric catalysis
	copper
	electrophilic etherification
	hydrofunctionalization
	peroxides
	umpolung
抄録	An oxygen-umpolung-enabled, copper-catalyzed hydroalkoxylation reaction of styrenes has been developed. The key to success lies with the CF₃-substituted electron-deficient acetal-based peroxides, which enables the chemo-, regio-, and stereoselective net hydroalkoxylation of alkene π-bonds under the initiation by CuH species. The use of a chiral bisphosphine ligand further enables the delivery of enantioenriched chiral ethers with good enantiomeric ratios.
出版者	American Chemical Society
収録物名	ACS Catalysis
巻(号)	15(10)
ページ	8353-8360
刊行年月	2025-05-05
言語	英語
ハンドルURL	https://hdl.handle.net/11094/101973
eISSN	21555435
関連情報 (isVersionOf)	DOI (出版社版) https://doi.org/10.1021/acscatal.5c02202
アクセス権	embargoed access
権利情報	This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acscatal.5c02202.
権利情報	The full-text file will be made open to the public on 5 May 2026 in accordance with the publisher's policy.
出版タイプ	Accepted Manuscript
カテゴリ	学術雑誌論文 Journal Article

資源タイプ	学術雑誌論文
ローカル資源タイプ	学術雑誌論文
DCMI資源タイプ	text
DCTERMS.bibliographicCitation	ACS Catalysis. 2025, 15(10), p. 8353-8360
DC.title	CuH-Catalyzed Regio- and Stereoselective Hydroalkoxylation of Styrenes with Acetal-Based Peroxides
DC.creator	Nakamura, Shogo
	Fujiwara, Kyosuke
	Kojima, Yuki
	Yasui, Kosuke
	Hirano, Koji
DC.publisher	American Chemical Society
DC.language' scheme='DCTERMS.RFC1766	英語
DC.type' scheme='DCTERMS.DCMIType	text
DCTERMS.issued' scheme='DCTERMS.W3CDTF	2025-05-05
DC.identifier	https://doi.org/10.1021/acscatal.5c02202
DC.subject	asymmetric catalysis
	copper
	electrophilic etherification
	hydrofunctionalization
	peroxides
	umpolung
DCTERMS.abstract	An oxygen-umpolung-enabled, copper-catalyzed hydroalkoxylation reaction of styrenes has been developed. The key to success lies with the CF₃-substituted electron-deficient acetal-based peroxides, which enables the chemo-, regio-, and stereoselective net hydroalkoxylation of alkene π-bonds under the initiation by CuH species. The use of a chiral bisphosphine ligand further enables the delivery of enantioenriched chiral ethers with good enantiomeric ratios.
DC.rights	This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acscatal.5c02202.
DC.rights	The full-text file will be made open to the public on 5 May 2026 in accordance with the publisher's policy.
DC.format	101973
citation_title	CuH-Catalyzed Regio- and Stereoselective Hydroalkoxylation of Styrenes with Acetal-Based Peroxides
citation_author	Nakamura, Shogo
	Fujiwara, Kyosuke
	Kojima, Yuki
	Yasui, Kosuke
	Hirano, Koji
citation_publisher	American Chemical Society
citation_language	英語
citation_date	2025-05-05
citation_journal_title	ACS Catalysis
citation_volume	15
citation_issue	10
citation_firstpage	8353
citation_lastpage	8360
citation_doi	https://doi.org/10.1021/acscatal.5c02202
citation_public_url	https://hdl.handle.net/11094/101973

CuH-Catalyzed Regio- and Stereoselective Hydroalkoxylation of Styrenes with Acetal-Based Peroxides

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