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

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-02-20 DOI:10.1021/acs.orglett.5c00330

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

引用次数: 0

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.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.

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

Abstract

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