Anionic Stereogenic-at-Cobalt(III) Complex-Enabled Asymmetric Oxidation of N,N-Dialkyl Sulfenamides

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-02-26 DOI:10.1021/acs.orglett.4c04857
Yue Shen, Xiao-Bao Wu, Hua-Jie Jiang, Liu-Zhu Gong
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Abstract

An asymmetric oxidation of N,N-dialkyl sulfenamides is exhibited by using anionic stereogenic-at-cobalt(III) complexes as catalysts. This protocol provides an alternative approach to access a diverse set of chiral tertiary sulfinamides with high enantioselectivities (24 examples, up to 94:6 e.r.). Additionally, control experiments suggest that this protocol could be accomplished through a chiral cationic S(IV) intermediate.

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阴离子立体钴(III)配合物使N,N-二烷基亚胺不对称氧化
以阴离子立体钴络合物为催化剂,研究了N,N-二烷基亚胺的不对称氧化反应。该方案提供了一种获取具有高对映选择性的多种手性叔亚胺的替代方法(24例,高达94:6 e.r)。另外,对照实验表明,该过程可以通过手性阳离子S(IV)中间体来完成。
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来源期刊
Organic Letters
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.
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