Synthesis of polysubstituted fused pyrrolidines via [2 + 2]/[2 + 3] cycloaddition of azomethine ylides†

IF 4.6 1区化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-06-05 DOI:10.1039/D4QO00483C

Chunyan Ou, Jian Wang, Pingping Yin, Bin Chen, Ping Hu, Bi-Qin Wang, Peng Cao and Minghui Xu

引用次数: 0

Abstract

A general approach to dense substitution patterns via [2 + 2]/[2 + 3] cycloaddition between nonstabilized azomethine ylides, alkynes and silyl enol ethers is elaborated. This approach not only allowed the preparation of novel molecules, but also significantly simplified the synthesis of the existing ones. 3-Azabicyclo[3.2.0]heptanes which contain polysubstituted cyclobutanes could be obtained in medium to good yields with excellent diastereoselectivities.

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通过偶氮甲基酰化物的 [2+2]/[2+3] 环加成法合成多取代的融合吡咯烷

我们详细阐述了通过非稳定偶氮甲烷、炔烃和硅烷基烯醇醚之间的 [2+2]/[2+3]- 碳加成反应进行密集取代的一般方法。这种方法不仅可以制备新型分子，还大大简化了现有分子的合成。含有多取代环丁烷的 3-氮杂双环[3.2.0]庚烷能以中等至良好的收率和出色的非对映选择性获得。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Chemistry Frontiers CHEMISTRY, ORGANIC-

CiteScore

7.90

自引率

11.10%

发文量

686

审稿时长

1 months

期刊介绍： Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.