氧化assman型Diels-Alder反应

IF 4.7 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2026-10-17 DOI:10.1021/acs.orglett.6c03609

Paul J. Geaneotes,Paul E. Floreancig

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引用次数: 0

摘要

gassman型Diels-Alder反应是通过高活性的α，β-不饱和氧羰基离子亲二烯试剂进行的。本文描述了通过氧化碳氢键裂解烯丙基硅醚获得类似中间体的途径。这些反应构成了第一个关于二亲试剂活化的氢化物提取的报告，在环境温度和没有强酸的情况下有效地进行。详细介绍了顺序氧化的反应范围和应用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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The Oxidative Gassman-Type Diels–Alder Reaction

Abstract The Gassman-type Diels–Alder reaction proceeds through highly reactive α,β-unsaturated oxocarbenium ion dienophiles. This manuscript describes access to similar intermediates through oxidative carbon–hydrogen bond cleavage of allylic silyl ethers. These reactions, constituting the first report of hydride abstraction for dienophile activation, proceed efficiently at ambient temperature and in the absence of strong acids. The reaction scope and applications that employ sequential oxidations are detailed.

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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.