底物控制的脱共轭丁烯内酯和肉桂醛的区域选择性级联反应：获得结构多样的螺布烯醇内酯。

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-10-03 DOI:10.1021/acs.orglett.4c02809

Juan-Ru Tian, Hang Qin, Lanbo Liu, Jie Wang, Longfei Li, Ya-Li Song, Zhi-Hao You

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引用次数: 0

摘要

基于底物控制的脱共轭丁烯内酯的区域选择性，实现了两种不同的级联途径来获得螺布素内酯。设计出了一类新的功能性去共轭丁烯内酯，并在与肉桂醛的乙烯基迈克尔/迈克尔级联反应中表现出优异的γ-区域选择性。芳基取代的解共轭丁烯内酯和肉桂醛在双重 α 区选择性的诱导下发生了迈克尔/迈克尔/醛醇/脱水级联反应。共轭和脱共轭螺布素内酯均能以良好的产率和出色的对映选择性获得。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Substrate-Controlled Regioselective Cascade Reactions of Deconjugated Butenolides and Cinnamaldehydes: Access to Structurally Diverse Spirobutenolides.

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Substrate-Controlled Regioselective Cascade Reactions of Deconjugated Butenolides and Cinnamaldehydes: Access to Structurally Diverse Spirobutenolides.

Two different cascade pathways to access spirobutenolides were achieved based on the substrate-controlled regioselectivity of deconjugated butenolides. A new class of functional deconjugated butenolides was designed and exhibited superior γ-regioselectivity in the vinylogous Michael/Michael cascade reactions with cinnamaldehydes. The aryl-substituted deconjugated butenolides and cinnamaldehydes underwent a Michael/Michael/aldol/dehydration cascade process induced by double α-regioselectivities. Both conjugated and deconjugated spirobutenolides could be obtained in good yields with excellent enantioselectivities.

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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.