Asymmetric Construction of a SeCF₃-Substituted Stereocenter by CuH-Catalyzed Hydroboration of 1-SeCF₃-Alkenes

Matsui, Haruka; Kojima, Yuki; Yasui, Kosuke; Nishii, Yuji; Hirano, Koji

doi:https://doi.org/10.1021/acs.orglett.5c00330

Asymmetric Construction of a SeCF₃-Substituted Stereocenter by CuH-Catalyzed Hydroboration of 1-SeCF₃-Alkenes

Matsui, Haruka; Kojima, Yuki; Yasui, Kosuke et al.

Organic Letters, 2025, 27(8), 2005-2010

アクセス数:59件（2025-07-27 09:05 集計）

固定URL: https://hdl.handle.net/11094/101971

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タイトル	Asymmetric Construction of a SeCF₃-Substituted Stereocenter by CuH-Catalyzed Hydroboration of 1-SeCF₃-Alkenes
著者	著者名 Matsui, Haruka
	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 1000070773787 1000070773787 ORCID 0000-0002-6824-0639 0000-0002-6824-0639 researchmap permalink y_nishii y_nishii Scopus Author ID 55233363700 55233363700 著者名 Nishii, Yuji
	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
抄録	A copper hydride (CuH)-catalyzed regio- and enantioselective hydroboration of 1-trifluoromethylseleno (SeCF₃)-alkenes with H-Bpin has been developed. The regio- and enantioselective hydrocupration of an in situ generated CuH species is followed by a boration reaction to successfully construct a SeCF₃- and Bpin-substituted chiral carbon center. The key to success is the appropriate choice of tBu-modified biphosphine ligands, which enables an overwhelming high reaction efficiency.
出版者	American Chemical Society
収録物名	Organic Letters
巻(号)	27(8)
ページ	2005-2010
刊行年月	2025-02-20
言語	英語
ハンドルURL	https://hdl.handle.net/11094/101971
PISSN	15237060
eISSN	15237052
関連情報 (isVersionOf)	DOI (出版社版) https://doi.org/10.1021/acs.orglett.5c00330
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 Organic Letters, © 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/acs.orglett.5c00330.
権利情報	The full-text file will be made open to the public on 20 February 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	Organic Letters. 2025, 27(8), p. 2005-2010
DC.title	Asymmetric Construction of a SeCF₃-Substituted Stereocenter by CuH-Catalyzed Hydroboration of 1-SeCF₃-Alkenes
DC.creator	Matsui, Haruka
	Kojima, Yuki
	Yasui, Kosuke
	Nishii, Yuji
	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	2025-02-20
DC.identifier	https://doi.org/10.1021/acs.orglett.5c00330
DCTERMS.abstract	A copper hydride (CuH)-catalyzed regio- and enantioselective hydroboration of 1-trifluoromethylseleno (SeCF₃)-alkenes with H-Bpin has been developed. The regio- and enantioselective hydrocupration of an in situ generated CuH species is followed by a boration reaction to successfully construct a SeCF₃- and Bpin-substituted chiral carbon center. The key to success is the appropriate choice of tBu-modified biphosphine ligands, which enables an overwhelming high reaction efficiency.
DC.rights	This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, © 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/acs.orglett.5c00330.
DC.rights	The full-text file will be made open to the public on 20 February 2026 in accordance with the publisher's policy.
DC.format	101971
citation_title	Asymmetric Construction of a SeCF₃-Substituted Stereocenter by CuH-Catalyzed Hydroboration of 1-SeCF₃-Alkenes
citation_author	Matsui, Haruka
	Kojima, Yuki
	Yasui, Kosuke
	Nishii, Yuji
	Hirano, Koji
citation_publisher	American Chemical Society
citation_language	英語
citation_date	2025-02-20
citation_journal_title	Organic Letters
citation_volume	27
citation_issue	8
citation_firstpage	2005
citation_lastpage	2010
citation_doi	https://doi.org/10.1021/acs.orglett.5c00330
citation_public_url	https://hdl.handle.net/11094/101971

Asymmetric Construction of a SeCF₃-Substituted Stereocenter by CuH-Catalyzed Hydroboration of 1-SeCF₃-Alkenes

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