Palladium-catalyzed [3 + 2] cycloaddition of 4-vinyl-4-butyrolactones with sulfamate-derived cyclic imines: construction of sulfamate-fused pyrrolidines.

IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-11-12 DOI:10.1039/d4ob01611d
Honghao Sun, Siyuan Ding, Bo Wang, Jiaxing Huang, Hongchao Guo
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引用次数: 0

Abstract

The palladium-catalyzed [3 + 2] decarboxylative cycloaddition of 4-vinyl-4-butyrolactones with sulfamate-derived cyclic imines has been developed, providing the sulfamate-fused pyrrolidine derivatives in high yields with good diastereoselectivities. The scale-up reaction and further derivation of the product worked well, demonstrating the potential application of the current reaction in organic synthesis. A plausible reaction mechanism was also proposed.

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钯催化 4-乙烯基-4-丁内酯与氨基磺酸盐衍生环状亚胺的 [3 + 2] 环加成反应:构建氨基磺酸盐融合吡咯烷。
该研究开发了钯催化 4-乙烯基-4-丁内酯与氨基磺酸盐衍生环状亚胺的[3 + 2]脱羧环加成反应,提供了高产率和良好非对映选择性的氨基磺酸盐融合吡咯烷衍生物。该反应的放大和进一步衍生产品的工作进展顺利,证明了当前反应在有机合成中的潜在应用。此外,还提出了一种合理的反应机理。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: The international home of synthetic, physical and biomolecular organic chemistry.
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