菌株释放驱动的双环[1.1.0]丁烷与β-氟烷基-α、β-不饱和酮的醛烯反应

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-05-18 DOI:10.1021/acs.joc.5c00455

Wenjie Xu,Zhiyi Zhang,Hao Wu,Dachang Bai

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引用次数: 0

摘要

双环[1.1.0]丁烷中C-C键的Alder-ene反应为环丁烯框架的合成提供了一条独特而高效的途径。在此，我们报道了双环[1.1.0]丁烷与β-氟烷基-α，β-不饱和酮的区域和非对映选择性醛烯反应，得到了多种具有两个连续中心的环丁烯和二烯产物。该反应具有原子经济和步骤经济的特点，具有广泛的底物范围。对这些环丁烯进行了几次下游转化。

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Strain-Release-Driven Alder-Ene Reaction of Bicyclo[1.1.0]butanes with β-Fluoroalkyl-α,β-Unsaturated Ketones.

The Alder-ene reaction of the C-C bond in bicyclo[1.1.0]butanes would provide a unique and efficient synthesis route for cyclobutene frameworks. Herein, we report a regio- and diastereoselective Alder-ene reaction of bicyclo[1.1.0]butanes with β-fluoroalkyl-α,β-unsaturated ketones, giving a wide variety of cyclobutenes with two contiguous centers and diene products. The reaction features atoms and step economies and exhibits broad substrate scope. Several downstream transformations of these cyclobutenes were performed.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.