铱催化环烯丙酮的化学和对映体选择性加氢反应以获得手性环烯丙醇

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-11-14 DOI:10.1021/acs.orglett.4c03615

Kedi Chang, Li Yang, Yue Liu, Jinghao Cao, Linhong Zuo, Qixing Liu, Xumu Zhang, Congcong Yin, Haifeng Zhou

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引用次数: 0

摘要

我们开发了一种高效合成手性环烯丙醇的方法，获得了极高的产率和对映选择性（转化率达 99%，周转次数≤50 000，ee 为 99%）。这种方法适用于具有不同芳基取代基的各种环烯酮，并可容忍广泛的官能团。通过克级规模的合成以及随后转化为各种对映体富集的含氧化合物，证明了这种方法的合成实用性。

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Iridium-Catalyzed Chemo- and Enantioselective Hydrogenation of Cycloalkenones to Access Chiral Cycloallylalcohols

A method for the efficient synthesis of chiral cycloallylalcohols has been developed, achieving excellent yields and enantioselectivities (>99% conversion, turnover number of ≤50 000, and >99% ee). This approach accommodates a variety of cycloalkenones with different aryl substituents and is tolerant of a broad range of functional groups. The synthetic utility of this method has been demonstrated through gram-scale synthesis and subsequent transformations into diverse enantioenriched oxygen-containing compounds.

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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.