铑催化的z -烯基1,3迁移。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-08-01 DOI:10.1021/acs.orglett.5c02468

Xue-Mei Huang, Si-Qi Xiong, Zi-Xin Ye, Jing-Yi Yang, Qing-Hua Li* and Tang-Lin Liu*,

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引用次数: 0

摘要

叔醇中惰性C-C键的选择性裂解策略已经被开发出来。然而，通过选择性的C(sp3)-C（z -烯基）键裂解，z -烯基1,3-迁移过程中仍然存在空白。在此，我们报道了铑催化的Z-烯基1,3迁移，该迁移有效地生成(Z)-γ，δ-不饱和酮。转化的成功可归因于C(sp3)-C（z -烯基）键的选择性裂解。在本研究中，我们发现在该催化体系中的迁移顺序为z -烯基- e -烯基-芳基（烷基），其反应活性递减。该催化体系具有官能团相容性好、底物范围广、反应条件温和等优点。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Rhodium-Catalyzed Z-Alkenyl 1,3-Migration

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Rhodium-Catalyzed Z-Alkenyl 1,3-Migration

Strategies for the selective cleavage of inert C–C bonds in tertiary alcohols have been developed. However, a gap remains in Z-alkenyl 1,3-migration through selective C(sp³)–C(Z-alkenyl) bond cleavage. Herein, we report rhodium-catalyzed Z-alkenyl 1,3-migration, which efficiently yields (Z)-γ,δ-unsaturated ketones. The success of the transformation could be attributed to selective C(sp³)–C(Z-alkenyl) bond cleavage. In this study, we disclose that the migration order in this catalytic system is Z-alkenyl, E-alkenyl, and aryl (alkyl), in decreasing reactivity. This catalytic system has the advantages of good functional group compatibility, a wide range of substrates, and mild reaction conditions.

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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.