cuh催化1- secf3烯烃氢硼化不对称构造secf3取代立体中心。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-02-28 Epub Date: 2025-02-20 DOI:10.1021/acs.orglett.5c00330

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

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引用次数: 0

摘要

研究了氢化铜（CuH）催化1-三氟甲基硒（SeCF3）烯烃与H-Bpin的区域选择性和对映选择性硼化反应。对原位生成的CuH进行区域选择性和对映选择性加氢反应，然后进行硼化反应，成功构建SeCF3-和bpin取代的手性碳中心。成功的关键是选择合适的tbu修饰的二膦配体，使其具有压倒性的高反应效率。

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

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.